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85-46-1 Usage

Description

1-Naphthalenesulfonyl chloride is a white to beige crystalline powder that undergoes desulfitative carbonylative Stille cross-coupling reaction with tinglucal derivative. It is a chemical compound with the molecular formula C10H7ClO2S and is known for its unique chemical properties.

Uses

1-Naphthalenesulfonyl chloride is used in the preparation of 5'-O-naphthaleneiulfonyldeoxyuridine and 1-sulfonylindazole derivatives. These derivatives are utilized for quantitative metabolome analysis, which is a crucial technique in the study of metabolic pathways and their regulation in biological systems.
Used in Metabolomics Research:
1-Naphthalenesulfonyl chloride is used as a reagent for the synthesis of new sets of isotope reagents, such as 12C4-, 12C2,13C2-, and 13C4-5-diethylamino-naphthalene-1-sulfonyl chloride (DensCl). These reagents, in combination with liquid chromatography Fourier-transform ion cyclotron resonance mass spectrometry (LC-FTICR-MS), are employed for improved analysis of the amineand phenol-containing submetabolome. This application aids in the identification and quantification of metabolites, which is essential for understanding the biochemical processes in living organisms and their response to various stimuli or diseases.

Purification Methods

If the IR indicates the presence of OH, then treat it with an equal weight of PCl5 and heat it at ca 100o for 2hours, cool and pour onto ice + H2O, stir well and filter off the solid. Wash the solid with cold H2O and dry the solid in a vacuum desiccator over P2O5 + solid KOH. Extract the solid with pet ether (b 40-60o), filter off any insoluble solid and cool. Collect the crystalline sulfonyl chloride and recrystallise it from dry Et2O, pet ether or *C6H6/pet ether. If large quantities are available, then it can be distilled under high vacuum. [Fierz-Davaid & Weissenbach Helv Chim Acta 3 2312 1920.] The sulfonamide crystallises from EtOH (m 150.5o) or H2O (m 153o). [Beilstein 11 H 175, 11 II 93, 11 IV 383.]

Check Digit Verification of cas no

The CAS Registry Mumber 85-46-1 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 5 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 85-46:
(4*8)+(3*5)+(2*4)+(1*6)=61
61 % 10 = 1
So 85-46-1 is a valid CAS Registry Number.
InChI:InChI=1/C10H7ClO2S/c11-14(12,13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7H

85-46-1 Well-known Company Product Price

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  • Alfa Aesar

  • (B24250)  Naphthalene-1-sulfonyl chloride, 98%   

  • 85-46-1

  • 1g

  • 279.0CNY

  • Detail
  • Alfa Aesar

  • (B24250)  Naphthalene-1-sulfonyl chloride, 98%   

  • 85-46-1

  • 5g

  • 683.0CNY

  • Detail
  • Alfa Aesar

  • (B24250)  Naphthalene-1-sulfonyl chloride, 98%   

  • 85-46-1

  • 25g

  • 2774.0CNY

  • Detail
  • Aldrich

  • (235881)  1-Naphthalenesulfonylchloride  97%

  • 85-46-1

  • 235881-5G

  • 721.89CNY

  • Detail

85-46-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-Naphthalenesulfonyl chloride

1.2 Other means of identification

Product number -
Other names NAPHTHALENE-1-SULFONYL CHLORIDE

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:85-46-1 SDS

85-46-1Synthetic route

sodium 1-naphthalenesulfonate
130-14-3

sodium 1-naphthalenesulfonate

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

Conditions
ConditionsYield
With trichlorophosphate In sulfolane; acetonitrile at 68 - 72℃; for 0.666667h;94%
With phosphorus pentachloride
With phosphorus pentachloride at 125℃; aus bei 180grad getrocknetem Edukt1 und Behandeln nach dem Abkuehlen mit Eis und mit Wasser;
With chlorine-triphenylphosphine In acetonitrile for 15h; Ambient temperature;
1-Naphthylboronic acid
13922-41-3

1-Naphthylboronic acid

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

Conditions
ConditionsYield
With phenylchlorosulfate; C43H43NO3PPdS; sodium carbonate In acetone at 60℃; for 12h; Inert atmosphere; Sealed tube;88%
naphthalene
91-20-3

naphthalene

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

Conditions
ConditionsYield
With chlorosulfonic acid In chloroform at 0 - 5℃;72.92%
1-naphthalenesulfonic acid
85-47-2

1-naphthalenesulfonic acid

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

Conditions
ConditionsYield
With phosphorus pentachloride; sodium chloride 1.) pH=neutral with sodium hydrogen carbonate, water, reflux; 2.) 170-180 deg C, 3 h;68%
With thionyl chloride In diethyl ether Ambient temperature;
1-Bromonaphthalene
90-11-9

1-Bromonaphthalene

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

Conditions
ConditionsYield
Stage #1: 1-Bromonaphthalene With n-butyllithium In diethyl ether at -20℃; for 0.333333h;
Stage #2: With sulfuryl dichloride In diethyl ether at -20 - 20℃; for 1.5h; Further stages.;
51%
naphthalene
91-20-3

naphthalene

A

1-naphthalenesulfonic acid
85-47-2

1-naphthalenesulfonic acid

B

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

Conditions
ConditionsYield
With tetrachloromethane; chlorosulfonic acid at -5℃;
1-amino-naphthalene
134-32-7

1-amino-naphthalene

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

Conditions
ConditionsYield
(i) NaNO2, aq. HCl, (ii) SO2, CuCl2, KCl, benzene, dioxane; Multistep reaction;
tetrachloromethane
56-23-5

tetrachloromethane

chlorosulfonic acid
7790-94-5

chlorosulfonic acid

naphthalene
91-20-3

naphthalene

A

1-naphthalenesulfonic acid
85-47-2

1-naphthalenesulfonic acid

B

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

Conditions
ConditionsYield
at -15 - -5℃; mit 2 Mol von Verb. 1;
α-naphthalenesulfonic acid ethyl ester

α-naphthalenesulfonic acid ethyl ester

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

Conditions
ConditionsYield
With phosphorus pentachloride
sodium-

sodium-

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

Conditions
ConditionsYield
With phosphorus pentachloride; phosphorus trichloride
phosphorus pentachloride
10026-13-8, 874483-75-7

phosphorus pentachloride

naphthalene-1-sulfonic acid ethyl ester
67199-40-0

naphthalene-1-sulfonic acid ethyl ester

A

chloroethane
75-00-3

chloroethane

B

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

2-naphthalenesulfonic acid sodium salt
532-02-5

2-naphthalenesulfonic acid sodium salt

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

Conditions
ConditionsYield
With pyridine; thionyl chloride In chlorobenzene
1-Naphthalenethiol
529-36-2

1-Naphthalenethiol

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

Conditions
ConditionsYield
With N-chloro-succinimide; tetrabutyl-ammonium chloride; water In acetonitrile at 0℃;
With dihydrogen peroxide; trichlorophosphate In water; acetonitrile at 25℃;
With N-chloro-4-methylbenzenesulfonamide; tetrabutyl-ammonium chloride; water In acetonitrile at 0℃; for 0.5h;
With chloro-trimethyl-silane; dihydrogen peroxide In water; acetonitrile at 25℃;
1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

(R,R)-1,2-diammoniumcyclohexane mono-(+)-tartrate salt

(R,R)-1,2-diammoniumcyclohexane mono-(+)-tartrate salt

Naphthalene-1-sulfonic acid ((1S,2S)-2-amino-cyclohexyl)-amide
953805-47-5

Naphthalene-1-sulfonic acid ((1S,2S)-2-amino-cyclohexyl)-amide

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane at 0 - 20℃;100%
1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

naphthalene-1-sulfonyl azide
13407-53-9

naphthalene-1-sulfonyl azide

Conditions
ConditionsYield
With sodium azide In water; acetone at 0 - 20℃; for 11h; Sealed tube;100%
With sodium azide In water; acetone94%
With sodium azide In acetonitrile at 20℃; for 0.75h;
1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

1,4,7-tris(tert-butyloxycarbonyl)-1,4,7,10-tetraazacyclododecane
175854-39-4

1,4,7-tris(tert-butyloxycarbonyl)-1,4,7,10-tetraazacyclododecane

1-(1-naphthalenesulfonyl)-4,7,10-tris(butyloxycarbonyl)-1,4,7,10-tetraazacyclododecane
1251121-97-7

1-(1-naphthalenesulfonyl)-4,7,10-tris(butyloxycarbonyl)-1,4,7,10-tetraazacyclododecane

Conditions
ConditionsYield
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 24h;100%
1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

isopropylamine
75-31-0

isopropylamine

isopropyl α-napthalenesulfonamide
133270-70-9

isopropyl α-napthalenesulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;100%
With triethylamine at -5 - 20℃;67%
(1S,2S)-2-((S)-Amino-phenyl-methyl)-cyclopropanecarboxylic acid methyl ester; hydrochloride

(1S,2S)-2-((S)-Amino-phenyl-methyl)-cyclopropanecarboxylic acid methyl ester; hydrochloride

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

(1S,2S)-methyl-2-((S)-phenyl(naphthalenesulfonylamido)methyl)cyclopropanecarboxylate

(1S,2S)-methyl-2-((S)-phenyl(naphthalenesulfonylamido)methyl)cyclopropanecarboxylate

Conditions
ConditionsYield
Stage #1: (1S,2S)-2-((S)-Amino-phenyl-methyl)-cyclopropanecarboxylic acid methyl ester; hydrochloride; 1-Naphthalenesulfonyl chloride With triethylamine In dichloromethane at 100℃; for 0.166667h; microwave irradiation;
Stage #2: With MP-isocyanate; MP-trisamine at 100℃; for 0.0833333h; microwave irradiation;
99%
4-(trimethylsilyl)morpholine
13368-42-8

4-(trimethylsilyl)morpholine

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

4-(naphthalen-2-ylsulfonyl)morpholine
92248-73-2

4-(naphthalen-2-ylsulfonyl)morpholine

Conditions
ConditionsYield
In acetonitrile for 1h; Reflux; Inert atmosphere;99%
2-Aminopyrazine
5049-61-6

2-Aminopyrazine

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

N-pyrazin-2-yl-1-naphthalenesulfonamide

N-pyrazin-2-yl-1-naphthalenesulfonamide

Conditions
ConditionsYield
With pyridine at 0℃; for 2h; Inert atmosphere;99%
6-aminoquinoxaline
6298-37-9

6-aminoquinoxaline

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

N-quinoxalin-6-yl-1-napthalenesulfonamide

N-quinoxalin-6-yl-1-napthalenesulfonamide

Conditions
ConditionsYield
With pyridine at 0℃; for 2h; Inert atmosphere;99%
1-methyl-piperazine
109-01-3

1-methyl-piperazine

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

methyl-4-(naphthalene-1-sulfonyl)piperazine

methyl-4-(naphthalene-1-sulfonyl)piperazine

Conditions
ConditionsYield
With pyridine at 0℃; for 2h; Inert atmosphere;99%
1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

2-aminoanthracene
613-13-8

2-aminoanthracene

N-(2-anthryl)-1-naphthalenesulfonamide

N-(2-anthryl)-1-naphthalenesulfonamide

Conditions
ConditionsYield
With pyridine at 0℃; for 2h; Inert atmosphere;99%
1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

(S)-1,2,2-trimethylpropylamine
3850-30-4, 22526-47-2, 59367-75-8, 66228-31-7

(S)-1,2,2-trimethylpropylamine

(S)-N-(3,3-dimethylbutan-2-yl)naphthalene-1-sulfonamide

(S)-N-(3,3-dimethylbutan-2-yl)naphthalene-1-sulfonamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 1.08333h;99%
1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

(S)-1-phenyl-ethylamine
2627-86-3

(S)-1-phenyl-ethylamine

(S)-N-(1-phenylethyl)naphthalene-1-sulfonamide

(S)-N-(1-phenylethyl)naphthalene-1-sulfonamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 1.08333h;99%
1,3-benzothiazol-6-amine
533-30-2

1,3-benzothiazol-6-amine

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

N-(benzothiazol-6-yl)naphthalene-1-sulfonamide

N-(benzothiazol-6-yl)naphthalene-1-sulfonamide

Conditions
ConditionsYield
With pyridine at 0℃; for 2h; Inert atmosphere;98.5%
1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

benzyl 2-(benzyloxy)-4-(N-(4-cyclohexylbenzyl)-2-(methylamino)-acetamido)benzoate
1334493-20-7

benzyl 2-(benzyloxy)-4-(N-(4-cyclohexylbenzyl)-2-(methylamino)-acetamido)benzoate

benzyl 2-(benzyloxy)-4-(N-(4-cyclohexylbenzyl)-2-(N-methylnaphthalene-1-sulfonamido)acetamido)benzoate
1334493-30-9

benzyl 2-(benzyloxy)-4-(N-(4-cyclohexylbenzyl)-2-(N-methylnaphthalene-1-sulfonamido)acetamido)benzoate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h; Inert atmosphere;98%
5,6-dihydro-4H-benzo[f][1,2,3]triazolo[1,5-a][1,4]diazepine

5,6-dihydro-4H-benzo[f][1,2,3]triazolo[1,5-a][1,4]diazepine

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

C20H16N4O2S
1358786-85-2

C20H16N4O2S

Conditions
ConditionsYield
With triethylamine In dichloromethane98%
1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

N1-((5S,5aS,8aR,9R)-8-oxo-9-(3,4,5-trimethoxyphenyl)-5,5a,6,8,8a,9-hexahydro[1,3]dioxolo[4',5':4,5]benzo[f]isobenzofuran-5-yl)-4-aminobenzamide
1365699-34-8

N1-((5S,5aS,8aR,9R)-8-oxo-9-(3,4,5-trimethoxyphenyl)-5,5a,6,8,8a,9-hexahydro[1,3]dioxolo[4',5':4,5]benzo[f]isobenzofuran-5-yl)-4-aminobenzamide

4β-[4'-(napthalene-1-sulfonamido)benzamide]podophyllotoxin
1365699-47-3

4β-[4'-(napthalene-1-sulfonamido)benzamide]podophyllotoxin

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 3h;98%
(R)-leucine
328-38-1

(R)-leucine

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

N-1-naphthalenesulfonyl-D-leucine
202326-38-3

N-1-naphthalenesulfonyl-D-leucine

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane at 0 - 20℃; for 4h; pH=9 - 10;98%
(Z)-2-(5-fluoro-2-methyl-1-(4-(methylthio)benzylidene)-1H-inden-3-yl)-N-methyl-N-(2-(methylamino)ethyl)acetamide
944159-28-8

(Z)-2-(5-fluoro-2-methyl-1-(4-(methylthio)benzylidene)-1H-inden-3-yl)-N-methyl-N-(2-(methylamino)ethyl)acetamide

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

(Z)-2-(5-fluoro-2-methyl-1-(4-(methylthio)benzylidene)-1H-inden-3-yl)-N-methyl-N-(2-(N-methylnaphthalene-1-sulfonamido)ethyl)acetamide

(Z)-2-(5-fluoro-2-methyl-1-(4-(methylthio)benzylidene)-1H-inden-3-yl)-N-methyl-N-(2-(N-methylnaphthalene-1-sulfonamido)ethyl)acetamide

Conditions
ConditionsYield
With pyridine; 1-methyl-1H-imidazole at 0℃;98%
1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

tert-butyl (E)-(2-aminoethyl)(3-(4-(pyridin-3-yl)phenyl)allyl)carbamate

tert-butyl (E)-(2-aminoethyl)(3-(4-(pyridin-3-yl)phenyl)allyl)carbamate

tert-butyl (E)-(2-(naphthalene-1-sulfonamido)ethyl)(3-(4-(pyridin-3-yl)phenyl) allyl) carbamate

tert-butyl (E)-(2-(naphthalene-1-sulfonamido)ethyl)(3-(4-(pyridin-3-yl)phenyl) allyl) carbamate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 0.5h;98%
5-(3-nitro-phenoxy)-pentylamine
1092450-82-2

5-(3-nitro-phenoxy)-pentylamine

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

naphthalene-1-sulfonic acid [5-(3-nitro-phenoxy)-pentyl]-amide
1092450-85-5

naphthalene-1-sulfonic acid [5-(3-nitro-phenoxy)-pentyl]-amide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃;97%
1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

(R)-(+)-2-amino-1,1-diphenyl-1-propanol
78603-93-7

(R)-(+)-2-amino-1,1-diphenyl-1-propanol

naphthalene-1-sulfonic acid ((R)-2-hydroxy-1-methyl-2,2-diphenyl-ethyl)-amide
1381993-91-4

naphthalene-1-sulfonic acid ((R)-2-hydroxy-1-methyl-2,2-diphenyl-ethyl)-amide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 2 - 20℃; for 6h;97%
With triethylamine In dichloromethane at 0 - 20℃; for 6h;97%
With triethylamine In dichloromethane at 0 - 20℃; for 6.25h;97%
1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

naphthalene-1-sulfonyl fluoride
317-55-5

naphthalene-1-sulfonyl fluoride

Conditions
ConditionsYield
With potassium hydrogen difluoride; tetrabutyl-ammonium chloride In dichloromethane; water at 20℃; for 48h;97%
1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

naphthalene-1-sulfonamide
606-25-7

naphthalene-1-sulfonamide

Conditions
ConditionsYield
With ammonium hydroxide In acetone at 0℃;96.7%
With ammonium hydroxide In acetone at 0 - 20℃;96.7%
With ammonium hydroxide In acetone at 0℃;96.7%
1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

D-Prolin
344-25-2

D-Prolin

(R)-1-(naphthalen-1-ylsulfonyl)pyrrolidine-2-carboxylic acid
126522-72-3

(R)-1-(naphthalen-1-ylsulfonyl)pyrrolidine-2-carboxylic acid

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran at 50℃; for 5h;96.2%
acrylic acid n-butyl ester
141-32-2

acrylic acid n-butyl ester

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

butyl (E)-3-(naphthalen-1-yl)acrylate
123230-71-7

butyl (E)-3-(naphthalen-1-yl)acrylate

Conditions
ConditionsYield
With potassium carbonate; benzyltrioctylammonium chloride; bis(benzonitrile)palladium(II) dichloride In benzonitrile at 140℃; for 4h; Mechanism; further phase transfer catalysts;96%
With potassium carbonate; benzyltrioctylammonium chloride; bis(benzonitrile)palladium(II) dichloride In benzonitrile at 140℃; for 4h;96%
With Aliquat 336; potassium carbonate; trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II) In xylene at 140℃; Mizoroki-Heck reaction;90%
With potassium carbonate; bis(benzonitrile)palladium(II) dichloride; Bz(Oct)3NCl In m-xylene at 130 - 140℃; for 4h;95 % Chromat.
With Aliquat 336; potassium carbonate; palladium dichloride at 140℃; desulfitative Mizoroki-Heck-type reaction;90 % Chromat.
1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

isopropyl alcohol
67-63-0

isopropyl alcohol

1-naphthalenesulfonic acid isopropyl ester
67199-55-7

1-naphthalenesulfonic acid isopropyl ester

Conditions
ConditionsYield
With pyridine at -5 - 0℃; for 15h;96%
1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

diethylamine
109-89-7

diethylamine

N,N-diethylnaphthalene-1-sulfonamide

N,N-diethylnaphthalene-1-sulfonamide

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃; Inert atmosphere;96%
1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

(±)-2-tert-butyl 5-methyl 6-(benzyloxymethyl)-2-azabicyclo[2.1.1]hexane-2,5-dicarboxylate

(±)-2-tert-butyl 5-methyl 6-(benzyloxymethyl)-2-azabicyclo[2.1.1]hexane-2,5-dicarboxylate

(±)-6-((benzyloxy)methyl)-2-(naphthalen-1-ylsulfonyl)-2-azabicyclo[2.1.1]hexane-5-carboxylate

(±)-6-((benzyloxy)methyl)-2-(naphthalen-1-ylsulfonyl)-2-azabicyclo[2.1.1]hexane-5-carboxylate

Conditions
ConditionsYield
Stage #1: (±)-2-tert-butyl 5-methyl 6-(benzyloxymethyl)-2-azabicyclo[2.1.1]hexane-2,5-dicarboxylate With trifluoroacetic acid In dichloromethane at 20℃; for 1h;
Stage #2: 1-Naphthalenesulfonyl chloride With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere; Sealed tube;
96%
(S)-3-hydroxypiperidine hydrochloride
475058-41-4

(S)-3-hydroxypiperidine hydrochloride

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

1-(1-naphthylsulfonyl)piperidin-3-ol

1-(1-naphthylsulfonyl)piperidin-3-ol

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane; water at 20℃;95.87%
1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

methylamine
74-89-5

methylamine

N-methyl-naphthalene-1-sulfonamide
71862-34-5

N-methyl-naphthalene-1-sulfonamide

Conditions
ConditionsYield
In acetone at 0℃;95.66%
In acetone at 0℃;95.66%
In acetone at 0℃;95.66%

85-46-1Relevant articles and documents

Facile synthesis of sulfonyl chlorides/bromides from sulfonyl hydrazides

Chen, Rongxiang,Xu, Shaohong,Shen, Fumin,Xu, Canran,Wang, Kaikai,Wang, Zhanyong,Liu, Lantao

, (2021/09/20)

A simple and rapid method for efficient synthesis of sulfonyl chlorides/bromides from sulfonyl hydrazide with NXS (X = Cl or Br) and late-stage conversion to several other functional groups was described. A variety of nucleophiles could be engaged in this transformation, thus permitting the synthesis of complex sulfonamides and sulfonates. In most cases, these reactions are highly selective, simple, and clean, affording products at excellent yields.

Synthesis of aryl sulfonamides via palladium-catalyzed chlorosulfonylation of arylboronic acids

Debergh, J. Robb,Niljianskul, Nootaree,Buchwald, Stephen L.

supporting information, p. 10638 - 10641 (2013/08/23)

A palladium-catalyzed method for the preparation of sulfonamides is described. The process exhibits significant functional group tolerance and allows for the preparation of a number of arylsulfonyl chlorides and sulfonamides under mild conditions.

Synthesis of sulfonamides and sulfonic esters via reaction of amines and phenols with thiols using H2O2-POCl3 system

Bahrami, Kiumars,Khodaei, Mohammad M.,Abbasi, Jamshid

supporting information; experimental part, p. 5095 - 5101 (2012/07/28)

Phosphorus oxychloride efficiently promoted the synthesis of sulfonamides and sulfonic esters from thiols with hydrogen peroxide in the presence of Amberlite IRA-400 (OH-). This method has been applied to a variety of substrates including nucleophilic and sterically hindered amines, and also phenols with excellent yields of sulfonamides and sulfonic esters. In most cases these reactions are highly selective, simple, and clean, affording products in excellent yields and high purity.

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