2-Bromo-6-chloroaniline

Base Information

• Chemical Name: 2-Bromo-6-chloroaniline
• CAS No.: 59772-49-5
• Molecular Formula: C6H5BrClN
• Molecular Weight: 206.469
• Hs Code.: 2921420090
• European Community (EC) Number: 641-590-5
• DSSTox Substance ID: DTXSID20496800
• Nikkaji Number: J2.698.229D
• Wikidata: Q82345917
• Mol file: 59772-49-5.mol

Synonyms:2-Bromo-6-chloroaniline;59772-49-5;MFCD11977383;Benzenamine, 2-bromo-6-chloro-;2-bromo-6-chlorobenzenamine;2-Bromo-6-chlorobenzenamine;6-bromo-2-chloroaniline;Aniline, 2-bromo-6-chloro;Benzenamine,2-bromo-6-chloro-;SCHEMBL9501878;DTXSID20496800;BIMSFWCFKDVSNO-UHFFFAOYSA-N;AMY18387;AKOS005137940;SB77442;SY112287;TS-02957;CS-0042752;FT-0686991;EN300-105767;A832462

Chemical Property of 2-Bromo-6-chloroaniline

Chemical Property:

• Vapor Pressure: 0.0333mmHg at 25°C
• Melting Point: 57-58 °C(Solv: water (7732-18-5); ethanol (64-17-5))
• Refractive Index: 1.638
• Boiling Point: 242.8 °C at 760 mmHg
• PKA: 0.59±0.10(Predicted)
• Flash Point: 100.6 °C
• PSA: 26.02000
• Density: 1.722 g/cm³
• LogP: 3.26590
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: Chloroform, Dichloromethane, Methanol
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 204.92939
• Heavy Atom Count: 9
• Complexity: 99.1

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Bromo-6-chloroaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Br)N)Cl
• Uses: 2-Bromo-6-chloroaniline is an intermediate in the synthesis of Diclofenac Monobromo Sodium Salt (D436490), which is a bromide impurity of Diclofenac (D436450).

Technology Process of 2-Bromo-6-chloroaniline

There total 10 articles about 2-Bromo-6-chloroaniline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

2-bromo-6-chlorobenzoic acid (93224-85-2) → 2-bromo-6-chloroaniline (59772-49-5)

Guidance literature:

2-bromo-6-chlorobenzoic acid; With sulfuric acid; at 60 ℃; for 1.5h;

With sodium azide; at 20 ℃; for 42h;

With ammonium hydroxide; at 0 ℃;

DOI:10.1021/ol8026957

Reference yield: 85.0%

4-amino-3-bromo-5-chlorobenzenesulfonamide → 2-bromo-6-chloroaniline (59772-49-5)

Guidance literature:

With sulfuric acid; at 150 ℃; for 2h; Temperature;

Reference yield: 66.0%

2'-Chloro-6'-bromobenzanilide (90493-87-1) → 2-bromo-6-chloroaniline (59772-49-5)

Guidance literature:

With sulfuric acid; for 3h; Heating;

upstream raw materials:

2'-Chloro-6'-bromobenzanilide

o-chloroaniline

N-(2-bromophenyl)hydroxylamine

N-(2-Bromo-phenyl)-N-hydroxy-benzamide

Downstream raw materials:

2-chloro-6-(4-chloro-1-(triisopropylsilyl)-1H-pyrrol-3-yl)aniline

1-bromo-3-chloro-2-nitrobenzene

2-chloro-6-(1-(triisopropylsilyl)-1H-pyrrol-3-yl)aniline

2-chloro-6-isopropyl aniline

Refernces

• 1、 -. "Synthesis method of 2-chloro-6-bromaniline". . . Retrieved 2018/03/01.
• 2、 Gruzdev,Filippova,Zenkevich,Kondratenok. "Identification of bromination products of chloro-substituted anilines in aqueous environment by gas chromatography". experimental part. p. 1748 - 1759. Retrieved 2012/02/15.