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6258-66-8

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6258-66-8 Usage

Chemical Properties

clear colorless to light yellow liquid

Check Digit Verification of cas no

The CAS Registry Mumber 6258-66-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,2,5 and 8 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 6258-66:
(6*6)+(5*2)+(4*5)+(3*8)+(2*6)+(1*6)=108
108 % 10 = 8
So 6258-66-8 is a valid CAS Registry Number.
InChI:InChI=1/C7H7ClS/c8-7-3-1-6(5-9)2-4-7/h1-4,9H,5H2

6258-66-8 Well-known Company Product Price

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  • Detail
  • Alfa Aesar

  • (A19876)  4-Chlorobenzyl mercaptan, 98%   

  • 6258-66-8

  • 5g

  • 175.0CNY

  • Detail
  • Alfa Aesar

  • (A19876)  4-Chlorobenzyl mercaptan, 98%   

  • 6258-66-8

  • 25g

  • 545.0CNY

  • Detail
  • Alfa Aesar

  • (A19876)  4-Chlorobenzyl mercaptan, 98%   

  • 6258-66-8

  • 100g

  • 1720.0CNY

  • Detail
  • Aldrich

  • (C28707)  4-Chlorobenzenemethanethiol  98%

  • 6258-66-8

  • C28707-25G

  • 513.63CNY

  • Detail

6258-66-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Chlorobenzyl Mercaptan

1.2 Other means of identification

Product number -
Other names (4-chlorophenyl)methanethiol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:6258-66-8 SDS

6258-66-8Synthetic route

1-chloro-4-[[[(Z)-2-(4-methylphenylsulfonyl)vinyl]sulfanyl]methyl]benzene

1-chloro-4-[[[(Z)-2-(4-methylphenylsulfonyl)vinyl]sulfanyl]methyl]benzene

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

Conditions
ConditionsYield
With pyrrolidine In acetonitrile at 20℃;95%
1-Chloro-4-(chloromethyl)benzene
104-83-6

1-Chloro-4-(chloromethyl)benzene

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

Conditions
ConditionsYield
With hydrosulfide exchange resin In acetonitrile at 25℃; for 0.25h;93%
With tetraethylammonium iodide; 1-(2-hydroxyethyl)-4,6-diphenylpyridin-2-thione In acetonitrile for 24h; Ambient temperature;72%
With sodium hydrogensulfide
S-(4-chlorobenzyl) ethanethioate
624731-62-0

S-(4-chlorobenzyl) ethanethioate

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

Conditions
ConditionsYield
With methanol; tetra-n-butylammonium cyanide In chloroform at 20℃; for 3h;92%
Acid hydrolysis;
1-(2-hydroxyethyl)-4,6-diphenylpyridin-2-thione
96185-26-1

1-(2-hydroxyethyl)-4,6-diphenylpyridin-2-thione

A

2,3-dihydro-5,7-diphenyloxazolo(3,2-a)pyridinium iodide
96185-27-2

2,3-dihydro-5,7-diphenyloxazolo(3,2-a)pyridinium iodide

B

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

Conditions
ConditionsYield
With 1-chloro-4-(iodomethyl)benzene In benzene at 20℃; for 3h; various alkyl and aryl halogenides;A n/a
B 89%
1-chloro-4-(iodomethyl)benzene
35424-56-7

1-chloro-4-(iodomethyl)benzene

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

Conditions
ConditionsYield
With 1-(2-hydroxyethyl)-4,6-diphenylpyridin-2-thione In benzene at 20℃; for 3h;89%
acetic anhydride
108-24-7

acetic anhydride

2-(4-chlorobenzyl)isothiouronium bromide
90732-58-4

2-(4-chlorobenzyl)isothiouronium bromide

A

4-(4-Chloro-benzylsulfanyl)-6-methyl-[1,3,5]triazin-2-ylamine
111039-44-2

4-(4-Chloro-benzylsulfanyl)-6-methyl-[1,3,5]triazin-2-ylamine

B

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

Conditions
ConditionsYield
In pyridine for 0.5h; Heating;A 60%
B n/a
propionic acid anhydride
123-62-6

propionic acid anhydride

2-(4-chlorobenzyl)isothiouronium bromide
90732-58-4

2-(4-chlorobenzyl)isothiouronium bromide

A

4-(4-Chloro-benzylsulfanyl)-6-ethyl-[1,3,5]triazin-2-ylamine
111039-46-4

4-(4-Chloro-benzylsulfanyl)-6-ethyl-[1,3,5]triazin-2-ylamine

B

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

Conditions
ConditionsYield
In pyridine for 0.5h; Heating;A 57%
B n/a
4-chlorobenzyl dimethylcarbamodithioate
28249-27-6

4-chlorobenzyl dimethylcarbamodithioate

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

Conditions
ConditionsYield
With sodium hydroxide
1-Chloro-4-(chloromethyl)benzene
104-83-6

1-Chloro-4-(chloromethyl)benzene

thiourea
17356-08-0

thiourea

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

Conditions
ConditionsYield
With ethanol Erwaermen des Reaktionsgemisches mit wss. NaOH;
ethanol
64-17-5

ethanol

dithiocarbonic acid O,S-bis-(4-chloro-benzyl ester)
26504-33-6

dithiocarbonic acid O,S-bis-(4-chloro-benzyl ester)

phenylhydrazine
100-63-0

phenylhydrazine

A

3-phenyl-thiocarbazic acid O-(4-chloro-benzyl ester)

3-phenyl-thiocarbazic acid O-(4-chloro-benzyl ester)

B

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

ethanol
64-17-5

ethanol

dithiocarbonic acid O-benzyl ester-S-(4-chloro-benzyl ester)
409315-92-0

dithiocarbonic acid O-benzyl ester-S-(4-chloro-benzyl ester)

phenylhydrazine
100-63-0

phenylhydrazine

A

3-phenyl-thiocarbazic acid O-benzyl ester
106522-06-9

3-phenyl-thiocarbazic acid O-benzyl ester

B

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

4-chlorobenzyl bromide
622-95-7

4-chlorobenzyl bromide

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

Conditions
ConditionsYield
With ethanol; potassium hydrosulfide
S-(4-chlorobenzyl)isothiourea
46124-27-0

S-(4-chlorobenzyl)isothiourea

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

Conditions
ConditionsYield
With sodium hydroxide at 70℃; for 0.333333h;
S-(4-chlorobenzyl)isothiourea hydrochloride
544-47-8

S-(4-chlorobenzyl)isothiourea hydrochloride

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

Conditions
ConditionsYield
With sodium hydroxide at 20℃; Rate constant;
[(4-Chloro-benzylsulfanyl)-dimethylamino-methylene]-dimethyl-ammonium; iodide
131887-62-2

[(4-Chloro-benzylsulfanyl)-dimethylamino-methylene]-dimethyl-ammonium; iodide

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

Conditions
ConditionsYield
With sodium hydroxide at 20℃; Rate constant;
1-(4-Chloro-benzyl)-2-methylsulfanyl-4,6-diphenyl-pyridinium; iodide
76950-79-3

1-(4-Chloro-benzyl)-2-methylsulfanyl-4,6-diphenyl-pyridinium; iodide

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

Conditions
ConditionsYield
With sodium hydroxide; thiourea 1.) 170 deg C, 1 h; 2.) reflux, 3 h; Yield given. Multistep reaction;
C7H6ClNOS

C7H6ClNOS

A

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

B

2-hydroxyethanethiol
60-24-2

2-hydroxyethanethiol

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane at 25℃; Rate constant; pH 7.4;
p-chlorobenzyl octyl sulfide

p-chlorobenzyl octyl sulfide

A

dioctyl disulfide
822-27-5

dioctyl disulfide

B

Octanethiol
111-88-6

Octanethiol

C

para-chlorotoluene
106-43-4

para-chlorotoluene

D

1,2-bis(4-chlorophenyl)ethane
5216-35-3

1,2-bis(4-chlorophenyl)ethane

E

1-chloro-4-nonylbenzene
80516-96-7

1-chloro-4-nonylbenzene

F

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

G

n-octane, 1-octene

n-octane, 1-octene

Conditions
ConditionsYield
With hydrogen In acetone at -78℃; under 3.5 Torr; for 0.0833333h; Mechanism; Product distribution; other alkyl substituted-benzyl sulfides and alkyl sulfides, competition with n-octyl benzyl sulfide, reaction rate relative to n-octyl benzyl sulfide, microwave generation of H from H2;A 0.36 % Chromat.
B 6.33 % Chromat.
C 0.25 % Chromat.
D 2.11 % Chromat.
E 0.37 % Chromat.
F n/a
G n/a
4-Cl-benzyl halide

4-Cl-benzyl halide

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

Conditions
ConditionsYield
Stage #1: 4-Cl-benzyl halide With thiourea In ethanol Heating;
Stage #2: With water; sodium hydroxide
Thiobencarb
28249-77-6

Thiobencarb

A

S-(4-chlorobenzyl) ethylthiocarbamate
39918-94-0

S-(4-chlorobenzyl) ethylthiocarbamate

B

S-(4-chlorobenzyl) acetyl(ethyl)thiocarbamate
50586-77-1

S-(4-chlorobenzyl) acetyl(ethyl)thiocarbamate

C

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

D

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

E

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

Conditions
ConditionsYield
With water; titanium(IV) oxide UV-irradiation;
1-Chloro-4-(chloromethyl)benzene
104-83-6

1-Chloro-4-(chloromethyl)benzene

A

1,1’-[thiobis(methylene)]bis[4-chlorobenzene]
23566-23-6

1,1’-[thiobis(methylene)]bis[4-chlorobenzene]

B

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

Conditions
ConditionsYield
With N-Methyldiethanolamine; hydrogen sulfide In toluene at 49.84℃; Temperature;
para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

Conditions
ConditionsYield
With Lawessons reagent In toluene for 48h; Reflux;
Multi-step reaction with 3 steps
1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 25 °C / Inert atmosphere
2: diphenylether / 22 h / 200 °C
3: potassium hydroxide / methanol; water / 24 h / 25 °C
View Scheme
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium tetrahydroborate / methanol
2: Lawessons reagent / toluene / 48 h / Reflux
View Scheme
S-(4-chlorobenzyl) N,N-dimethylthiocarbamate
33688-98-1

S-(4-chlorobenzyl) N,N-dimethylthiocarbamate

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

Conditions
ConditionsYield
With potassium hydroxide In methanol; water at 25℃; for 24h;
O-(4-chlorobenzyl) N,N-dimethylthiocarbamate

O-(4-chlorobenzyl) N,N-dimethylthiocarbamate

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diphenylether / 22 h / 200 °C
2: potassium hydroxide / methanol; water / 24 h / 25 °C
View Scheme
(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

C7H6Cl2S2

C7H6Cl2S2

di(4-chlorobenzyl) trisulfide
27639-73-2

di(4-chlorobenzyl) trisulfide

Conditions
ConditionsYield
With pyridine In diethyl ether for 0.5h;100%
(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

Trichloroacetyl chloride
76-02-8

Trichloroacetyl chloride

trichlorothioacetic acid S-(4-chlorobenzyl) ester
534572-34-4

trichlorothioacetic acid S-(4-chlorobenzyl) ester

Conditions
ConditionsYield
for 2h;100%
ethynyl p-tolyl sulfone
13894-21-8

ethynyl p-tolyl sulfone

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

1-chloro-4-[[[(E)-2-(4-methylphenylsulfonyl)vinyl]sulfanyl]methyl]benzene

1-chloro-4-[[[(E)-2-(4-methylphenylsulfonyl)vinyl]sulfanyl]methyl]benzene

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 0℃; for 0.333333h;100%
chloroacetonitrile
107-14-2

chloroacetonitrile

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

4-Chlorobenzylmercapto-acetonitrile

4-Chlorobenzylmercapto-acetonitrile

Conditions
ConditionsYield
With sodium hydroxide In water100%
(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

5-bromo-2(trifluoromethyl)pyridine
436799-32-5

5-bromo-2(trifluoromethyl)pyridine

5-{[(4-chlorophenyl)methyl]thio}-2-(trifluoromethyl)pyridine
919099-94-8

5-{[(4-chlorophenyl)methyl]thio}-2-(trifluoromethyl)pyridine

Conditions
ConditionsYield
Stage #1: (4-chlorophenyl)methanethiol With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.166667h;
Stage #2: 5-bromo-2(trifluoromethyl)pyridine In N,N-dimethyl-formamide at 20℃; for 4h;
100%
1-adamantyl bromomethyl ketone
5122-82-7

1-adamantyl bromomethyl ketone

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

1-adamantan-1-yl-2-(4-chlorobenzylsulfanyl)ethanone
64310-53-8

1-adamantan-1-yl-2-(4-chlorobenzylsulfanyl)ethanone

Conditions
ConditionsYield
With triethylamine In acetonitrile at 20℃;99%
With triethylamine In acetonitrile at 20℃; for 18h;99%
(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

3-crotonoyl-1,3-oxazolidin-2-one
123492-60-4

3-crotonoyl-1,3-oxazolidin-2-one

3-(3-(4-chlorobenzylthio)butanoyl)oxazolidin-2-one

3-(3-(4-chlorobenzylthio)butanoyl)oxazolidin-2-one

Conditions
ConditionsYield
With C43H36F6N4OS In chloroform at -20℃; for 72h; optical yield given as %ee; enantioselective reaction;99%
5-(bromoethynyl)-2-methoxypyridine

5-(bromoethynyl)-2-methoxypyridine

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

5-(((4-chlorobenzyl)thio)ethynyl)-2-methoxypyridine

5-(((4-chlorobenzyl)thio)ethynyl)-2-methoxypyridine

Conditions
ConditionsYield
With 2,6-dimethylpyridine; tetrakis(actonitrile)copper(I) hexafluorophosphate; 4,4'-di-tert-butyl-2,2'-bipyridine In acetonitrile at 20℃; for 0.166667h; Inert atmosphere; Sealed tube; chemoselective reaction;99%
With pyridine; (1,2-dimethoxyethane)dichloronickel(II); (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile In N,N-dimethyl-formamide; acetonitrile at 20℃; for 0.5h; Inert atmosphere; Sealed tube; Irradiation;83%
diethyl (bromoethynyl)phosphonate
17753-46-7

diethyl (bromoethynyl)phosphonate

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

diethyl (((4-chlorobenzyl)thio)ethynyl)phosphonate

diethyl (((4-chlorobenzyl)thio)ethynyl)phosphonate

Conditions
ConditionsYield
With 2,6-dimethylpyridine; tetrakis(actonitrile)copper(I) hexafluorophosphate; 4,4'-di-tert-butyl-2,2'-bipyridine In acetonitrile at 20℃; for 0.166667h; Inert atmosphere; Sealed tube; chemoselective reaction;99%
tert-butyl diphenylmethylsilylglyoxylate

tert-butyl diphenylmethylsilylglyoxylate

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

C26H29ClO3SSi

C26H29ClO3SSi

Conditions
ConditionsYield
With C39H60N4O4; yttrium(III) trifluoromethanesulfonate In dichloromethane at -60℃; for 12h; enantioselective reaction;99%
(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

(4S)-N-tert-butoxycarbonyl-4-[[(4'-methylbenzenesulfonyl)oxy]methyl]-2,2-dimethyl-1,3-oxazolidine
140645-28-9

(4S)-N-tert-butoxycarbonyl-4-[[(4'-methylbenzenesulfonyl)oxy]methyl]-2,2-dimethyl-1,3-oxazolidine

4(S)-4-(4-chlorobenzylthiomethyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester
935547-66-3

4(S)-4-(4-chlorobenzylthiomethyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
Stage #1: (4-chlorophenyl)methanethiol With sodium hydride In N,N-dimethyl-formamide at 20℃;
Stage #2: (4S)-N-tert-butoxycarbonyl-4-[[(4'-methylbenzenesulfonyl)oxy]methyl]-2,2-dimethyl-1,3-oxazolidine In N,N-dimethyl-formamide at 40℃; for 1h;
98%
With sodium hydride In N,N-dimethyl-formamide at 60 - 80℃;
pyrrolidine
123-75-1

pyrrolidine

carbon dioxide
124-38-9

carbon dioxide

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

C12H14ClNOS
34758-97-9

C12H14ClNOS

Conditions
ConditionsYield
Stage #1: pyrrolidine; carbon dioxide In dimethyl sulfoxide at 20℃; for 0.5h;
Stage #2: (4-chlorophenyl)methanethiol With triphenylphosphine; diethylazodicarboxylate In dimethyl sulfoxide at 20℃; for 3h; Further stages.;
98%
1-Bromo-2-phenylacetylene
932-87-6

1-Bromo-2-phenylacetylene

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

(4-chlorobenzyl)(phenylethynyl)sulfane

(4-chlorobenzyl)(phenylethynyl)sulfane

Conditions
ConditionsYield
With pyridine; (1,2-dimethoxyethane)dichloronickel(II); (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile In N,N-dimethyl-formamide; acetonitrile at 20℃; for 0.5h; Inert atmosphere; Sealed tube; Irradiation;98%
(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

1-bromo-4-bromoethynyl-benzene
934-94-1

1-bromo-4-bromoethynyl-benzene

((4-bromophenyl)ethynyl)(4-chlorobenzyl)sulfane

((4-bromophenyl)ethynyl)(4-chlorobenzyl)sulfane

Conditions
ConditionsYield
With 2,6-dimethylpyridine; tetrakis(actonitrile)copper(I) hexafluorophosphate; 4,4'-di-tert-butyl-2,2'-bipyridine In acetonitrile at 20℃; for 0.166667h; Inert atmosphere; Sealed tube; chemoselective reaction;98%
With pyridine; (1,2-dimethoxyethane)dichloronickel(II); (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile In N,N-dimethyl-formamide; acetonitrile at 20℃; for 0.5h; Inert atmosphere; Sealed tube; Irradiation;78%
(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

1-(2-bromoethynyl)-2-nitrobenzene

1-(2-bromoethynyl)-2-nitrobenzene

(4-chlorobenzyl)((2-nitrophenyl)ethynyl)sulfane

(4-chlorobenzyl)((2-nitrophenyl)ethynyl)sulfane

Conditions
ConditionsYield
With 2,6-dimethylpyridine; tetrakis(actonitrile)copper(I) hexafluorophosphate; 4,4'-di-tert-butyl-2,2'-bipyridine In acetonitrile at 20℃; for 0.166667h; Reagent/catalyst; Inert atmosphere; Sealed tube; chemoselective reaction;98%
tert-butyl 4-(bromoethynyl)isoindoline-2-carboxylate

tert-butyl 4-(bromoethynyl)isoindoline-2-carboxylate

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

tert-butyl 4-(((4-chlorobenzyl)thio)ethynyl)isoindoline-2-carboxylate

tert-butyl 4-(((4-chlorobenzyl)thio)ethynyl)isoindoline-2-carboxylate

Conditions
ConditionsYield
With 2,6-dimethylpyridine; tetrakis(actonitrile)copper(I) hexafluorophosphate; 4,4'-di-tert-butyl-2,2'-bipyridine In acetonitrile at 20℃; for 0.166667h; Reagent/catalyst; Inert atmosphere; Sealed tube; chemoselective reaction;98%
4-isothiocyanato-1-(methylsulfinyl)-1-butene
13001-81-5

4-isothiocyanato-1-(methylsulfinyl)-1-butene

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

4-chlorobenzyl (E)-(4-(methylsulfinyl)but-3-en-1-yl)carbamodithioate

4-chlorobenzyl (E)-(4-(methylsulfinyl)but-3-en-1-yl)carbamodithioate

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethanol; water at 20℃; Inert atmosphere;97.1%
(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

bis(4-chlorobenzyl)disulfide
23566-17-8

bis(4-chlorobenzyl)disulfide

Conditions
ConditionsYield
With potassium fluoride on basic alumina for 0.0333333h; microwave irradiation;97%
With (tetrabenzoporphinato)iron(II) In tetrahydrofuran at 20℃; under 760.051 Torr; for 0.333333h;97%
With oxygen In water at 100℃; under 30002.4 Torr; for 2h;95%
Methoxycarbonylsulfenyl chloride
26555-40-8

Methoxycarbonylsulfenyl chloride

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

(p-Chlorobenzyl)sulfenyl methyl thiocarbonate
72050-05-6

(p-Chlorobenzyl)sulfenyl methyl thiocarbonate

Conditions
ConditionsYield
97%
(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

(7-methylimidazo<1,2-a>pyridin-3-yl)methanol
29096-61-5

(7-methylimidazo<1,2-a>pyridin-3-yl)methanol

3-(4-chloro-benzylsulfanylmethyl)-7-methyl-imidazo[1,2-a]pyridine

3-(4-chloro-benzylsulfanylmethyl)-7-methyl-imidazo[1,2-a]pyridine

Conditions
ConditionsYield
With acetic acid at 80℃; for 2h;97%
methyl shikimate
40983-58-2

methyl shikimate

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

(1R,2S,3S,4S,5R)-2-(4-Chloro-benzylsulfanyl)-3,4,5-trihydroxy-cyclohexanecarboxylic acid methyl ester

(1R,2S,3S,4S,5R)-2-(4-Chloro-benzylsulfanyl)-3,4,5-trihydroxy-cyclohexanecarboxylic acid methyl ester

Conditions
ConditionsYield
With sodium methylate In methanol at 20℃; for 2h;97%
benzaldehyde
100-52-7

benzaldehyde

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

α.α-Bis-(4-chlor-benzylmercapto)-toluol
23837-47-0

α.α-Bis-(4-chlor-benzylmercapto)-toluol

Conditions
ConditionsYield
With butyl ethyl phenyl selenonium tetrafluoroborate at 20℃; for 2h;97%
(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

NBD chloride
10199-89-0

NBD chloride

4-((4-chlorobenzyl)thio)-7-nitrobenzo[c][1,2,5]oxadiazole
1458652-41-9

4-((4-chlorobenzyl)thio)-7-nitrobenzo[c][1,2,5]oxadiazole

Conditions
ConditionsYield
With sodium methylate In ethanol at 20℃; for 1h;97%
With sodium methylate In ethanol at 20℃; for 1h;97%
In ethanol for 0.416667h; Reflux; Alkaline conditions;83%
(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

(1S,9aR)-1-(chloromethyl)octahydro-2H-quinolizine
34298-00-5

(1S,9aR)-1-(chloromethyl)octahydro-2H-quinolizine

(1S,9aR)-1-{{[(4-chlorophenyl)methyl]thio}methyl}-2H-quinolizine

(1S,9aR)-1-{{[(4-chlorophenyl)methyl]thio}methyl}-2H-quinolizine

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 6h; Heating;96%
6-Chloropurine riboside
2004-06-0

6-Chloropurine riboside

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

(2R,3R,4S,5R)-2-[6-(4-Chloro-benzylsulfanyl)-purin-9-yl]-5-hydroxymethyl-tetrahydro-furan-3,4-diol

(2R,3R,4S,5R)-2-[6-(4-Chloro-benzylsulfanyl)-purin-9-yl]-5-hydroxymethyl-tetrahydro-furan-3,4-diol

Conditions
ConditionsYield
Stage #1: 6-Chloropurine riboside With pyridine; trityl resin for 48h;
Stage #2: (4-chlorophenyl)methanethiol With triethylamine In methanol at 55℃; for 5h;
Stage #3: With chlorotriisopropylsilane; trifluoroacetic acid In dichloromethane for 0.166667h;
96%
(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

1,3-diphenyl-propen-3-one
614-47-1

1,3-diphenyl-propen-3-one

(3R)-3-[(4-chlorobenzyl)sulfanyl]-1,3-diphenylpropan-1-one
1255154-24-5

(3R)-3-[(4-chlorobenzyl)sulfanyl]-1,3-diphenylpropan-1-one

Conditions
ConditionsYield
With C38H54ClFeN2O2 In 1,2-dichloro-ethane at -5℃; Temperature; enantioselective reaction;96%
With C32H28F6N4O3 In toluene at 20℃; for 24h; sulfa-Michael addition; optical yield given as %ee; enantioselective reaction;80%
3-phenyl-2-butenal
1196-67-4

3-phenyl-2-butenal

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

S-(4-chlorobenzyl) (R)-3-phenylbutanethioate

S-(4-chlorobenzyl) (R)-3-phenylbutanethioate

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; BF4(1-)*C21H22N3O(1+); copper(II) bis(trifluoromethanesulfonate) In toluene at 20℃; for 4h; Molecular sieve; enantioselective reaction;96%
1-bromo-2-(4-methoxyphenyl)acetylene
33675-41-1

1-bromo-2-(4-methoxyphenyl)acetylene

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

(4-chlorobenzyl)((4-methoxyphenyl)ethynyl)sulfane

(4-chlorobenzyl)((4-methoxyphenyl)ethynyl)sulfane

Conditions
ConditionsYield
With pyridine; (1,2-dimethoxyethane)dichloronickel(II); (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile In N,N-dimethyl-formamide; acetonitrile at 20℃; for 0.5h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; Sealed tube; Irradiation;96%
With 2,6-dimethylpyridine; tetrakis(actonitrile)copper(I) hexafluorophosphate; 4,4'-di-tert-butyl-2,2'-bipyridine In acetonitrile at 20℃; for 0.166667h; Inert atmosphere; Sealed tube; chemoselective reaction;96%
2-chloro-3-pyridinecarbonitrile
6602-54-6

2-chloro-3-pyridinecarbonitrile

(4-chlorophenyl)methanethiol
6258-66-8

(4-chlorophenyl)methanethiol

2-(4-chloro-phenyl)-thieno[2,3-b]pyridin-3-ylamine

2-(4-chloro-phenyl)-thieno[2,3-b]pyridin-3-ylamine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60 - 120℃; for 28h;95%

6258-66-8Relevant articles and documents

Nonenzymatic Dynamic Kinetic Resolution of in situ Generated Hemithioacetals: Access to 1,3-Disubstituted Phthalans

Nath, Utpal,Chowdhury, Deepan,Pan, Subhas Chandra

, p. 1628 - 1633 (2018/03/21)

The first nonenzymatic DKR reaction of hemithioacetals is developed. Hemithioacetals were formed in situ via thiol addition and subsequently underwent an intramolecular oxa-Michael reaction. The scope of the reaction was quite broad ranging from aliphatic to aromatic substituents and 1,3-disubstituted-1,3-dihyroisobenzofuran products were obtained in good yields with moderate diastereoselectivities and high enantioselectivities. (Figure presented.).

Novelties of selective triphasic synthesis of bis-(p-chlorobenzyl) sulfide using hydrogen sulfide and reusable phase transfer catalyst

Jha, Preeti,Mondal, Ujjal,Gogoi, Devipriya,Singh, Gaurav,Sen, Sujit

, p. 30 - 40 (2016/04/26)

The present investigation is based on the advancement in hydrogen sulfide (H2S) capture and utilization (HSCU). Commercially H2S is absorbed efficiently using alkanolamines such as methyldiethanolamine (MDEA). Aqueous H2S-rich MDEA is proposed to act as a sulfiding agent for aromatic halides such as p-chlorobenzyl chloride (p-CBC) to synthesize value-added thioethers. The objective of the present investigation is to synthesize bis-(p-chlorobenzyl) sulfide (BPCBS), a value-added thioether, selectively using p-CBC and H2S-laden aqueous MDEA. For the immiscible bi-phasic system, reusable solid phase transfer catalyst, polymer-bound tributylmethylammonium chloride (PBTBMAC) was employed under liquid-liquid-solid (L-L-S) mode in the presence of solvent toluene to enhance the reaction rate and product selectivity. Full conversion of p-CBC was obtained with 100% selectivity towards the desired product BPCBS at optimized specific level of process parameters. The catalyst has shown substantial activity even after three times of reuse, which leads to waste minimization and economic benefits. A generalized empirical kinetic model was developed and successfully validated against the experimental results. The triphasic reaction thus leads to process intensification, waste minimization and selectivity enhancement. The process can be utilized as an alternative to many other HSCU processes to utilize the sour gas in synthesizing value-added chemicals.

Preparation and in-vitro evaluation of 4-benzylsulfanylpyridine-2- carbohydrazides as potential antituberculosis agents

Herzigova, Petra,Klimesova, Vera,Palat, Karel,Kaustova, Jarmila,Dahse, Hans-Martin,Moellmann, Ute

body text, p. 394 - 404 (2009/11/30)

A set of 4-benzylsulfanylpyridine-2-carbohydrazides was synthesized and evaluated for in vitro antimycobacterial activity against Mycobacterium tuberculosis, non-tuberculous mycobacteria, and multidrug-resistant M. tuberculosis. The activities expressed as the minimum inhibitory concentration (MIC) fall into a range of 2 to 125 μmol/L, most often 4 to 32 μmol/L. The results revealed that the substituents on the benzyl moiety do not influence the antimycobacterial efficacy. The substances exhibited similar activities against sensitive and resistant strains of M. tuberculosis. Furthermore, compounds show low antiproliferative effect and cytotoxicity.

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