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1635-61-6

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1635-61-6 Usage

Description

2-Nitro-5-chloroaniline is an important pharmaceutical and veterinary drug intermediate. It has been applied in the upgraded product of veterinary drug albendazole-fenbendazole, and has a broad market prospect.

Preparation

Add 2.46mol of 2,4-dichloronitrobenzene, 7.72mol of toluene to a 3L autoclave, seal the autoclave, replace the air with nitrogen, then pass in 14.1mol of liquid ammonia, increase the temperature to 160℃, continue the reaction for 8h, and then lower the temperature to 40℃, drain the excess ammonia gas, open the kettle, add the obtained solid-liquid mixture to 800mL of water, continue to cool to 10℃, filter, add the resulting filter cake to the water, continue beating and filtering, the obtained solid is crystallized with methanol to obtain 388g , yield 91.2%, the purity of the liquid phase external standard is 99.5%.

Chemical Properties

yellow to orange powder

Uses

Different sources of media describe the Uses of 1635-61-6 differently. You can refer to the following data:
1. 5-Chloro-2-nitroaniline is a useful synthetic intermediate. It can be used as a reagent to synthesize benzamide derivatives as histone deacetylase inhibitors. It is an intermediate used to synthesize 1-Nitro Febantel a Febantel impurity.
2. 5-Chloro-2-nitroaniline was used in the synthesis of 5-(4-substituted piperazin-1-yl)-2-nitroanilines and 5-(4-substituted piperazin-1-yl)benzimidazole-2-carbamates.

Application

5-Chloro-2-nitroaniline was used in the synthesis of 5-(4-substituted piperazin-1-yl)-2-nitroanilines and 5-(4-substituted piperazin-1-yl)benzimidazole-2-carbamates.The coupling of divinylbenzene cross-linked polystyrene with 5-chloro-2-nitroaniline followed by oxidative decyanation afforded benzophenone.

General Description

The coupling of divinylbenzene cross-linked polystyrene with 5-chloro-2-nitroaniline followed by oxidative decyanation afforded benzophenone.

Check Digit Verification of cas no

The CAS Registry Mumber 1635-61-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,6,3 and 5 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1635-61:
(6*1)+(5*6)+(4*3)+(3*5)+(2*6)+(1*1)=76
76 % 10 = 6
So 1635-61-6 is a valid CAS Registry Number.
InChI:InChI=1/C8H7ClN2O3/c1-5(12)10-7-4-6(9)2-3-8(7)11(13)14/h2-4H,1H3,(H,10,12)

1635-61-6 Well-known Company Product Price

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  • Alfa Aesar

  • (A11241)  5-Chloro-2-nitroaniline, 97%   

  • 1635-61-6

  • 5g

  • 183.0CNY

  • Detail
  • Alfa Aesar

  • (A11241)  5-Chloro-2-nitroaniline, 97%   

  • 1635-61-6

  • 25g

  • 613.0CNY

  • Detail

1635-61-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-Chloro-2-nitroaniline

1.2 Other means of identification

Product number -
Other names Benzenamine, 5-chloro-2-nitro-

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:1635-61-6 SDS

1635-61-6Relevant articles and documents

Preparation of N-methoxycarbonyl-N'-[2-nitro-4(5)-propyl-thiophenyl]thiourea as prodrugs of albendazole

Hernandez-Luis, Francisco,Castillo, Rafael,Yepez-Mulia, Lilian,Cedillo-Rivera, Roberto,Martinez-Vazquez, Gabriel,Morales-Hurtado, Raul,Jung, Helgi,Sanchez, Monica,Hernandez-Campos, Alicia,Viveros, Noemi,Munoz, Onofre

, p. 2231 - 2236 (1996)

N-methoxycarbonyl-N'-(2-nitro-4-propylthiophenyl)thiourea and N-methoxycarbonyl-N'-(2-nitro-5-propylthiophenyl)thiourea, prodrugs of albendazole, have been synthesized. The biotransformation in rats, after oral administration of these prodrugs to albendazole and albendazole sulphoxide, is described.

-

Lobry de Bruyn

, p. 158 (1917)

-

Preparation method for 5-chloro-2-nitroaniline

-

Paragraph 0017; 0019, (2018/08/28)

The invention discloses a preparation method for 5-chloro-2-nitroaniline. The preparation method comprises the following steps: performing nitration by using m-dichlorobenzene as a starting material to prepare 2,4-dichloronitrobenzene, adding the 2,4-dichlorobenzene and a solvent into an autoclave, adding ammonia, performing high-pressure amination, after the amination is completed, performing cooling, performing pressure filtration, removing the solvent from a filtrate, and performing refining to obtain the target product 5-chloro-2-nitroaniline. The method provided by the invention has the following advantages: (1) nitrogen dioxide is used as a nitrating reagent to replace a traditional nitric acid-sulfuric acid mixed acid nitrating agent, so that no waste acid is produced, cleanliness of an industrial synthesis reaction is improved, and environmental pollution is reduced; and (2) after the amination is completed, by-product ammonium chloride is directly removed by pressure filtration, so that an amount of waste water is small, and an amination yield is high.

Steric-Hindrance-Induced Regio- and Chemoselective Oxidation of Aromatic Amines

Patil, Vilas Venunath,Shankarling, Ganapati Subray

, p. 7876 - 7883 (2015/09/01)

Unusual regio- and chemoselective oxidation of aromatic amines hindered with ortho substituents (except -NH2, -NHCH3, and -OH) to the corresponding nitro compounds is described by use of nonanebis(peroxoic acid). The mechanistic investigation for selective oxidation of amines ortho-substituted with -NH2 or -OH showed the involvement of H-bonding between the ortho hydrogen of the adjacent -XH group (where X = NH, NR, or O) and an oxygen atom from the diperoxy acid. Various mono- and diamines are oxidized into corresponding mononitro derivatives in high yield and purity without employing any protection strategies. The protocol was also found to successful on the gram scale.

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