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  • 875-51-4 Structure
  • Basic information

    1. Product Name: 4-Bromo-2-nitroaniline
    2. Synonyms: 4-bromo-2-nitro-anilin;4-BROMO-2-NITRO-PHENYLAMINE;4-BROMO-2-NITROANILINE;4-BROMO-2-NITROBENZENAMINE;BUTTPARK 29\04-55;TIMTEC-BB SBB003381;1-Amino-4-bromo-2-nitrobenzene;4-Bromo-o-nitroaniline
    3. CAS NO:875-51-4
    4. Molecular Formula: C6H5BrN2O2
    5. Molecular Weight: 217.02
    6. EINECS: N/A
    7. Product Categories: Amines and Anilines;Anilines, Aromatic Amines and Nitro Compounds;Amines;Phenyls & Phenyl-Het;Anilines, Amides & Amines;Bromine Compounds;Nitro Compounds;Phenyls & Phenyl-Het;C2 to C6;Nitrogen Compounds
    8. Mol File: 875-51-4.mol
    9. Article Data: 68
  • Chemical Properties

    1. Melting Point: 110-113 °C(lit.)
    2. Boiling Point: 308.7 °C at 760 mmHg
    3. Flash Point: 140.5 °C
    4. Appearance: /
    5. Density: 1.7917 (rough estimate)
    6. Vapor Pressure: 0.000151mmHg at 25°C
    7. Refractive Index: 1.5150 (estimate)
    8. Storage Temp.: Room temperature.
    9. Solubility: Chloroform, DMSO, Methanol
    10. PKA: -1.05±0.10(Predicted)
    11. CAS DataBase Reference: 4-Bromo-2-nitroaniline(CAS DataBase Reference)
    12. NIST Chemistry Reference: 4-Bromo-2-nitroaniline(875-51-4)
    13. EPA Substance Registry System: 4-Bromo-2-nitroaniline(875-51-4)
  • Safety Data

    1. Hazard Codes: Xn,Xi
    2. Statements: 22-36/37/38-43-20/21/22
    3. Safety Statements: 26-36/37/39
    4. WGK Germany: 3
    5. RTECS: BW9370000
    6. TSCA: Yes
    7. HazardClass: IRRITANT, IRRITANT-HARMFUL
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 875-51-4(Hazardous Substances Data)

875-51-4 Usage

Description

4-Bromo-2-nitroaniline is an organic compound that consists of an aniline molecule with a bromine atom at the 4-position and a nitro group at the 2-position. It is a yellow crystalline solid and is commonly used as an intermediate in the synthesis of various chemical compounds.

Uses

Used in Chemical Synthesis:
4-Bromo-2-nitroaniline is used as a chemical intermediate for the synthesis of reagents such as ethyltriphenylphosphonium tribromide. This reagent is utilized in various applications, including the synthesis of new compounds and the development of novel materials.
Used in Pharmaceutical Industry:
4-Bromo-2-nitroaniline is used as a building block in the synthesis of pharmaceutical compounds. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Dye Industry:
4-Bromo-2-nitroaniline is used as a precursor in the production of dyes and pigments. Its ability to form various chemical compounds makes it a valuable component in the creation of a wide range of colors.
Used in Research and Development:
4-Bromo-2-nitroaniline is used in research and development for the study of chemical reactions and the development of new synthetic methods. Its versatility as a chemical intermediate makes it an important tool for chemists working in various fields.

Check Digit Verification of cas no

The CAS Registry Mumber 875-51-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 8,7 and 5 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 875-51:
(5*8)+(4*7)+(3*5)+(2*5)+(1*1)=94
94 % 10 = 4
So 875-51-4 is a valid CAS Registry Number.
InChI:InChI=1/C6H5BrN2O2/c7-4-1-2-6(9(10)11)5(8)3-4/h1-3H,8H2

875-51-4 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
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  • Detail
  • Alfa Aesar

  • (B25468)  4-Bromo-2-nitroaniline, 98%   

  • 875-51-4

  • 25g

  • 490.0CNY

  • Detail
  • Alfa Aesar

  • (B25468)  4-Bromo-2-nitroaniline, 98%   

  • 875-51-4

  • 100g

  • 1593.0CNY

  • Detail

875-51-4SDS

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 4-Bromo-2-nitroaniline

1.2 Other means of identification

Product number -
Other names p-bromonitroaniline

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:875-51-4 SDS

875-51-4Synthetic route

2-nitro-aniline
88-74-4

2-nitro-aniline

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
With hydrogen bromide; dihydrogen peroxide In methanol at 0 - 20℃; for 12h;99%
With HMTAB In dichloromethane at 20℃; for 0.5h;98%
With 1-butyl-3-methylpyridinium tribromide at 20℃;98%
4-nitro-N-(4-bromo-2-nitrophenyl)benzenesulfonamide

4-nitro-N-(4-bromo-2-nitrophenyl)benzenesulfonamide

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
With potassium carbonate; dimethyl sulfoxide; thiophenol In acetonitrile at 100℃; for 24h;96%
N-(2-nitro-4-bromophenyl) 2-pyridinecarboxamide

N-(2-nitro-4-bromophenyl) 2-pyridinecarboxamide

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
With sodium hydroxide In ethanol at 90℃; for 8h;92%
N-(4-bromo-2-nitrophenyl)acetamide

N-(4-bromo-2-nitrophenyl)acetamide

Conditions
ConditionsYield
With potassium hydroxide In ethanol at 80℃; for 12h;86%
With hydrogenchloride In tetrahydrofuran Heating;77%
With hydrogenchloride
2-nitro-aniline
88-74-4

2-nitro-aniline

A

2-bromo-6-nitroaniline
59255-95-7

2-bromo-6-nitroaniline

B

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
With dihydrogen peroxide; potassium bromide In water; acetonitrileA 15%
B 82%
With dihydrogen peroxide; potassium bromide; HZSM-5 In acetic acid at 20℃; for 4h; Bromination;A 15%
B 77%
With N-Bromosuccinimide; acetic acid at 34.84 - 89.84℃; for 5.5h;A 6.81 g
B 74%
With dihydrogen peroxide; ammonium bromide; acetic acid at 20℃; for 4h;
Stage #1: 2-nitro-aniline With dihydrogen peroxide; acetic acid; potassium bromide In water at 20℃; for 3h;
Stage #2: With sodium hydrogencarbonate In diethyl ether; water regioselective reaction;
4-bromo-aniline
106-40-1

4-bromo-aniline

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
With 4-nitro-4-methyl-2,3,5,6-tetrabromo-2,5-cyclohexadien-1-one In trifluoroacetic acid for 3h; Ambient temperature;70%
With nitric acid; acetic acid
Multi-step reaction with 3 steps
1: Diazotization.Zersetzung des Diazoniumperbromids mit Alkohol
2: beim Nitrieren
3: alcohol; ammonia / 200 - 210 °C
View Scheme
Multi-step reaction with 3 steps
1: triethylamine / dichloromethane
2: nitric acid; acetic anhydride / dichloromethane
3: hydrogenchloride / water / Reflux
View Scheme
Multi-step reaction with 3 steps
1: pyridine / tetrahydrofuran / 16 h / 20 °C / Cooling with ice
2: nitric acid; copper(II) nitrate hydrate; oxygen / acetonitrile; water / 4 h / 50 °C / 760.05 Torr
3: potassium carbonate; dimethyl sulfoxide; thiophenol / acetonitrile / 24 h / 100 °C
View Scheme
N-(4-bromo-2-nitrophenyl) pyrimidin-2-amine

N-(4-bromo-2-nitrophenyl) pyrimidin-2-amine

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
Stage #1: N-(4-bromo-2-nitrophenyl) pyrimidin-2-amine With triethylsilane; trifluoroacetic acid at 50℃; Inert atmosphere;
Stage #2: With acetic acid; hydrazine In methanol at 20℃; Inert atmosphere; regioselective reaction;
68%
4’-methoxy-2-nitroazobenzene
35527-28-7

4’-methoxy-2-nitroazobenzene

A

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

B

2,4-dibromo-6-nitroaniline
827-23-6

2,4-dibromo-6-nitroaniline

C

2-nitro-aniline
88-74-4

2-nitro-aniline

Conditions
ConditionsYield
With hydrogen bromide In acetic acid for 1h; Heating;A 51%
B 10%
C 22%
2-(4-bromophenyl)isoindoline-1,3-dione
40101-31-3

2-(4-bromophenyl)isoindoline-1,3-dione

A

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

B

4-bromo-3-nitroaniline
53324-38-2

4-bromo-3-nitroaniline

Conditions
ConditionsYield
With sulfuric acid; nitric acid Erhitzen des Reaktionsprodukts mit 90prozentig.wss.Schwefelsaeure auf 130grad;
1,4-dibromo-2-nitrobenzene
3460-18-2

1,4-dibromo-2-nitrobenzene

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
With ammonia; ethylene glycol at 120 - 130℃;
With ethanol; ammonia at 200 - 210℃;
4-bromo-1-chloro-2-nitrobenzene
16588-24-2

4-bromo-1-chloro-2-nitrobenzene

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
With ethanol; ammonia at 160℃;
4-Bromo-2-nitroaniline

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
Bromieren und Verseifung des Reaktionsproduktes;
4-Bromo-1-fluoro-2-nitrobenzene

4-Bromo-1-fluoro-2-nitrobenzene

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
With ammonium hydroxide
acetic acid-(N-bromo-2-nitro-anilide)
99233-17-7

acetic acid-(N-bromo-2-nitro-anilide)

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
With water
N-(4-bromophenyl)-nitramine
412328-47-3

N-(4-bromophenyl)-nitramine

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

(4-amino-3-nitro-phenyl)-arsonic acid
5440-06-2

(4-amino-3-nitro-phenyl)-arsonic acid

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
With hydrogen bromide
bromine
7726-95-6

bromine

acetic acid
64-19-7

acetic acid

2-nitro-aniline
88-74-4

2-nitro-aniline

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

nitric acid
7697-37-2

nitric acid

acetic acid
64-19-7

acetic acid

4-bromo-aniline
106-40-1

4-bromo-aniline

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

1,4-dibromo-2-nitrobenzene
3460-18-2

1,4-dibromo-2-nitrobenzene

ammonia
7664-41-7

ammonia

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
at 200 - 210℃;
4-Bromo-1-fluoro-2-nitrobenzene
364-73-8

4-Bromo-1-fluoro-2-nitrobenzene

ammonium hydroxide

ammonium hydroxide

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

N-(4-bromophenyl)-nitramine
412328-47-3

N-(4-bromophenyl)-nitramine

mineral acid

mineral acid

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

2-nitro-aniline
88-74-4

2-nitro-aniline

A

2-bromo-6-nitroaniline
59255-95-7

2-bromo-6-nitroaniline

B

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

C

2,4-dibromo-6-nitroaniline
827-23-6

2,4-dibromo-6-nitroaniline

Conditions
ConditionsYield
With sodium perborate; ammonium heptamolybdate; potassium bromide In acetic acid at 20℃; for 1.25h; Bromination;
2-nitro-aniline
88-74-4

2-nitro-aniline

A

4-iodo-2-nitroaniline
20691-72-9

4-iodo-2-nitroaniline

B

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
With sodium periodate; potassium iodide; lithium bromide In water; acetic acid at 25℃; for 8h;
4-bromoacetanilide
103-88-8

4-bromoacetanilide

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 92 percent / nitric acid / 0.17 h / -40 °C
2: 77 percent / aq. HCl / tetrahydrofuran / Heating
View Scheme
Multi-step reaction with 2 steps
1: HNO3 / 8 min below 0 deg C, 8 min, RT.
2: 3N KOH / 24 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: alcoholic potash
2: glacial acetic acid; nitric acid
View Scheme
Multi-step reaction with 2 steps
1: sulfuric acid; sodium nitrate
2: aqueous sulfuric acid
View Scheme
Multi-step reaction with 2 steps
1: nitric acid; acetic anhydride / dichloromethane
2: hydrogenchloride / water / Reflux
View Scheme
o-nitroacetanilide
552-32-9

o-nitroacetanilide

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: chloroform; KHCO3; acid; bromine
2: acidified water
View Scheme
bromochlorobenzene
106-39-8

bromochlorobenzene

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: concentrated nitric acid
2: alcohol; ammonia / 160 °C
View Scheme
1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: beim Nitrieren
2: alcohol; ammonia / 200 - 210 °C
View Scheme
chlorobenzene
108-90-7

chlorobenzene

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: bromine
2: concentrated nitric acid
3: alcohol; ammonia / 160 °C
View Scheme
Å molecular sieves

Å molecular sieves

dichloromethane
75-09-2

dichloromethane

4-methylmorpholine N-oxide
7529-22-8

4-methylmorpholine N-oxide

5-benzimidazolecarboxylic acid
15788-16-6

5-benzimidazolecarboxylic acid

A

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

B

1H-benzo[d]imidazole-5-carbaldehyde
58442-17-4

1H-benzo[d]imidazole-5-carbaldehyde

Conditions
ConditionsYield
With LiAlH4; tetrapropylammonium perruthennate In tetrahydrofuran; N,N-dimethyl-formamideA 452 mg (32%, 2 steps)
B n/a
4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

pyridine-3-boronic acid 1,3-propanediol cyclic ester

pyridine-3-boronic acid 1,3-propanediol cyclic ester

2-nitro-4-(pyridin-3-yl)benzenamine
167959-19-5

2-nitro-4-(pyridin-3-yl)benzenamine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate In 1,2-dimethoxyethane at 90℃; for 8h; Suzuki coupling;100%
With sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water at 90℃; for 8h;
4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

cyclopropylboronic acid
411235-57-9

cyclopropylboronic acid

4-cyclopropyl-2-nitro-phenylamine
335254-72-3

4-cyclopropyl-2-nitro-phenylamine

Conditions
ConditionsYield
With potassium phosphate; palladium diacetate; catacxium A In water; toluene at 90℃; Inert atmosphere;100%
With potassium phosphate; palladium diacetate; tricyclohexylphosphine In water; toluene at 100℃; for 12h; Inert atmosphere;89%
With potassium phosphate; palladium diacetate; triphenylphosphine In toluene at 100℃; for 17h; Sealed tube;72%
3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole
832114-00-8

3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

4-(3,5-dimethylisoxazol-4-yl)-2-nitroaniline

4-(3,5-dimethylisoxazol-4-yl)-2-nitroaniline

Conditions
ConditionsYield
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; caesium carbonate In 1,2-dimethoxyethane; water for 0.5h; Suzuki Coupling;100%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 90℃; for 16h; Inert atmosphere;88%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 90℃; for 16h; Inert atmosphere;88%
Conditions
ConditionsYield
With potassium phosphate; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II) In ethanol; water for 8h; Inert atmosphere; Reflux;100%
4-Bromo-2-nitroaniline

4-Bromo-2-nitroaniline

acetic anhydride
108-24-7

acetic anhydride

N-(4-bromo-2-nitrophenyl)acetamide
881-50-5

N-(4-bromo-2-nitrophenyl)acetamide

Conditions
ConditionsYield
With acetic acid at 95℃; for 7.5h;99.1%
With acetic acid at 100℃; for 3h;94%
With acetic acid at 100℃; for 5h;92.1%
CYANAMID
420-04-2

CYANAMID

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

7-bromo-1-oxido-1,2,4-benzotriazin-1-ium-3-amine
6298-38-0

7-bromo-1-oxido-1,2,4-benzotriazin-1-ium-3-amine

Conditions
ConditionsYield
Stage #1: CYANAMID; 4-Bromo-2-nitroaniline at 50 - 100℃;
Stage #2: With hydrogenchloride In water at 100℃; for 3h;
Stage #3: With sodium hydroxide In water at 100℃; for 1h;
99%
Stage #1: CYANAMID; 4-Bromo-2-nitroaniline In diethyl ether at 100℃; for 0.5h;
Stage #2: With hydrogenchloride In diethyl ether; water at 50 - 110℃; for 1h;
Stage #3: With sodium hydroxide In diethyl ether; water at 50 - 110℃; for 1h;
79%
Stage #1: CYANAMID; 4-Bromo-2-nitroaniline at 100℃; for 0.5h;
Stage #2: With hydrogenchloride In water at 50 - 100℃; for 3h;
Stage #3: With sodium hydroxide In water at 100℃; for 1h;
60%
4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
761446-44-0

1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

4-(1-methyl-1H-pyrazol-4-yl)-2-nitroaniline
959909-79-6

4-(1-methyl-1H-pyrazol-4-yl)-2-nitroaniline

Conditions
ConditionsYield
With sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In ISOPROPYLAMIDE; water at 80℃; for 1h; Suzuki Coupling;99%
With sodium carbonate In N,N-dimethyl acetamide; water at 80℃; for 1h; Inert atmosphere;99%
With sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In N,N-dimethyl acetamide; water at 80℃; for 1h; Suzuki Coupling;99%
4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

methyl (E)-3-(4′-bromo-2′-nitrophenyl)acrylate
1297609-84-7

methyl (E)-3-(4′-bromo-2′-nitrophenyl)acrylate

Conditions
ConditionsYield
With tert.-butylnitrite; methanesulfonic acid; palladium diacetate; methoxybenzene In methanol at 0 - 25℃; for 48h; Reagent/catalyst; Heck Reaction;99%
Stage #1: 4-Bromo-2-nitroaniline With tert.-butylnitrite In methanol at 0℃; for 0.5h;
Stage #2: acrylic acid methyl ester With methanesulfonic acid; palladium diacetate In methanol at 0 - 25℃; Heck-Matsuda reaction; chemoselective reaction;
98%
With palladium diacetate; toluene-4-sulfonic acid In methanol at 60℃; for 1.5h; Inert atmosphere; chemoselective reaction;76%
With tert.-butylnitrite In methanol at 25℃; for 24h; chemoselective reaction;74%
4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

methyl iodide
74-88-4

methyl iodide

N-methyl-4-bromo-2-nitroaniline
53484-26-7

N-methyl-4-bromo-2-nitroaniline

Conditions
ConditionsYield
Stage #1: 4-Bromo-2-nitroaniline With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: methyl iodide In tetrahydrofuran; mineral oil at 0 - 20℃; for 2h; Inert atmosphere;
99%
Conditions
ConditionsYield
Stage #1: 4-Bromo-2-nitroaniline With potassium hydroxide In ethanol at 47 - 65℃; for 2h; Inert atmosphere;
Stage #2: With sodium hypochlorite In ethanol; water at 2 - 20℃; for 19.5h;
98%
Stage #1: 4-Bromo-2-nitroaniline With potassium hydroxide In ethanol at 60℃; for 1h;
Stage #2: With sodium hypochlorite at 0℃; for 1h;
Stage #1: 4-Bromo-2-nitroaniline With potassium hydroxide In ethanol at 47 - 65℃; for 2h;
Stage #2: With sodium hypochlorite In ethanol; water at 5℃; for 1.5h;
thiophene boronic acid

thiophene boronic acid

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

2-nitro-4-thiophen-2-yl-phenylamine
405170-93-6

2-nitro-4-thiophen-2-yl-phenylamine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; N,N-dimethyl-formamide at 100℃; for 3h; Suzuki-Miyaura coupling;98%
With potassium carbonate; tris-(o-tolyl)phosphine; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water Suzuki coupling;
cis,trans-2,5-dimethoxytetrahydrofuran
696-59-3

cis,trans-2,5-dimethoxytetrahydrofuran

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

1-(4-bromo-2-nitrophenyl)-1H-pyrrole
1169610-77-8

1-(4-bromo-2-nitrophenyl)-1H-pyrrole

Conditions
ConditionsYield
With acetic acid for 4h; Reflux;98%
With acetic acid for 1h; Reflux;86%
With acetic acid for 2h; Clauson-Kaas Synthesis; Reflux;
1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

N-benzhydryl-4-bromo-2-nitroaniline

N-benzhydryl-4-bromo-2-nitroaniline

Conditions
ConditionsYield
With sodium tetrachloroaurate(III) dihydrate; sodium 3-(diphenylphosphanyl)benzenesulfonate In water at 80℃; for 16h; Sealed tube; Green chemistry;98%
4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

2-(methylthio)benzo[d]oxazole-6-carbaldehyde

2-(methylthio)benzo[d]oxazole-6-carbaldehyde

4-bromo-N-((2-(methylthio)benzo[d]oxazol-6-yl)methyl)-2-nitroaniline

4-bromo-N-((2-(methylthio)benzo[d]oxazol-6-yl)methyl)-2-nitroaniline

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride; trifluoroacetic acid In dichloromethane at -5 - 0℃; for 2h;97.4%
Conditions
ConditionsYield
With iron(III) chloride; hydrazine In methanol97%
With hydrogenchloride; tin(ll) chloride at 65 - 70℃; for 1h;96%
With tin(ll) chloride In ethanol Reduction; Heating;94%
4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

4-bromo-1-methylsulfanyl-2-nitro-benzene
345635-46-3

4-bromo-1-methylsulfanyl-2-nitro-benzene

Conditions
ConditionsYield
With isopentyl nitrite at 25 - 90℃; for 2h;97%
With isopentyl nitrite at 80 - 90℃; for 2h;76%
4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

isopentyl nitrite
110-46-3

isopentyl nitrite

4-bromo-1-methylsulfanyl-2-nitro-benzene
345635-46-3

4-bromo-1-methylsulfanyl-2-nitro-benzene

Conditions
ConditionsYield
In Dimethyldisulphide; ethyl acetate97%
4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

4-bromo-2-nitrobenzenediazonium tetrafluoroborate

4-bromo-2-nitrobenzenediazonium tetrafluoroborate

Conditions
ConditionsYield
With tert.-butylnitrite; boron trifluoride diethyl etherate In dichloromethane at 0 - 20℃;97%
4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

2-(trifluoromethyl)phenylboronic acid
1423-27-4

2-(trifluoromethyl)phenylboronic acid

3-nitro-2'-(trifluoromethyl)-[1,1'-biphenyl]-4-amine
1221349-90-1

3-nitro-2'-(trifluoromethyl)-[1,1'-biphenyl]-4-amine

Conditions
ConditionsYield
With sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In 1,2-dimethoxyethane; water at 90℃; for 16h; Inert atmosphere;97%
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,2-dimethoxyethane; water at 90℃; for 18h; Suzuki coupling; Inert atmosphere;97%
With sodium carbonate; lithium chloride; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water at 80℃; Inert atmosphere;
With sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In 1,2-dimethoxyethane; water at 90℃; for 16h; Inert atmosphere;
4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

2-trifluoromethoxyphenylboronic acid
175676-65-0

2-trifluoromethoxyphenylboronic acid

3-nitro-2'-(trifluoromethoxy)-[1,1'-biphenyl]-4-amine
1259026-48-6

3-nitro-2'-(trifluoromethoxy)-[1,1'-biphenyl]-4-amine

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,2-dimethoxyethane; water at 90℃; for 18h; Suzuki coupling; Inert atmosphere;97%
4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

(4-bromo-2-nitrophenyl)hydrazine hydrochloride
100032-79-9

(4-bromo-2-nitrophenyl)hydrazine hydrochloride

Conditions
ConditionsYield
Stage #1: 4-Bromo-2-nitroaniline With hydrogenchloride In water at 40℃; for 2h;
Stage #2: With sodium nitrite In water at -10℃; for 2h;
Stage #3: With hydrogenchloride; tin(ll) chloride In water at -30 - -20℃;
97%
4-Bromo-2-nitroaniline
875-51-4

4-Bromo-2-nitroaniline

allyltributylstanane
24850-33-7

allyltributylstanane

4-allyl-2-nitroaniline
160522-85-0

4-allyl-2-nitroaniline

Conditions
ConditionsYield
With bis(triphenylphosphine)palladium(II)-chloride; triphenylphosphine In N,N-dimethyl-formamide at 120℃;96%

875-51-4Relevant articles and documents

Ring size changes in the development of class I HDAC inhibitors

Cho, Er-Chieh,Lee, Hsueh-Yun,Liu, Chi-Yuan,Tang, Di-Wei

, p. 1387 - 1401 (2021/07/06)

Five pathways involving different ring structures led to generation of fourteen thienylbenzamides (7–20) which display the structure-activity relationships of class I HDAC inhibitors. All the synthesised compounds inhibit HDAC1 and HDAC2 selectively over other isoforms and many inhibit DLD1 and HCT116 cells more effectively than a parent compound. Compounds 8 and 16 inhibit HCT116 cells by activation of the apoptosis pathway.

Novel compound and organic light emitting device comprising the same

-

Paragraph 0392-0395, (2020/05/26)

The present invention provides: a novel compound each comprising an amino group at both ends of a molecule; and an organic light emitting device comprising the same. When the compound of chemical formula 1 of the present invention is applied to the organic light emitting device, it is possible to improve efficiency, lower driving voltage, and improve lifespan characteristics of the organic light emitting device.COPYRIGHT KIPO 2020

METHOD FOR PRODUCING AROMATIC HALOGEN DERIVATIVE

-

Paragraph 0139-0144, (2020/07/28)

PROBLEM TO BE SOLVED: To provide a highly efficient and economically advantageous method for producing a halogen compound. SOLUTION: The method produces a halogen compound represented by formula (2) (X is a halogen atom, and b is an integer of 1-5) by reacting an aniline derivative represented by formula (1) (R1 is an ester group, a carbonyl group, a nitrile group, a nitro group, an optionally substituted alkyl group or an optionally substituted aralkyl group, and a is an integer of 0-4) with a halogenating agent in the presence of a copper catalyst and a persulfate. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT

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