147249-41-0

Basic information

• Product Name: 2-AMINO-6-CHLOROBENZONITRILE
• Synonyms: 2,3-dichloro-6-aminobenzonitrile;2-Amino-6-chlorobenzonitrile;2-Cyano-3,4-dichloroaniline
• CAS NO: 147249-41-0
• Molecular Formula: C₇H₄Cl₂N₂
• Molecular Weight: 152.58
• EINECS: 229-501-4
• Mol File: 147249-41-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 135℃
• Boiling Point: 342.95 °C at 760 mmHg
• Flash Point: 161.211 °C
• Appearance: /
• Density: 1.485 g/cm³
• Vapor Pressure: 0.000208mmHg at 25°C
• Refractive Index: 1.609
• PKA: 0.12±0.10(Predicted)
• CAS DataBase Reference: 2-AMINO-6-CHLOROBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-6-CHLOROBENZONITRILE(147249-41-0)
• EPA Substance Registry System: 2-AMINO-6-CHLOROBENZONITRILE(147249-41-0)

Safety Data

• Hazard Codes: Xn:Harmful
• Statements: R20/21/22:; R36/37/38:
• Safety Statements: S22:; S26:; S36/37/39:
• Hazardous Substances Data: 147249-41-0(Hazardous Substances Data)

Usage

General Description

2-Amino-6-Chlorobenzonitrile is a chemical compound with the molecular formula C7H5ClN2. As indicated by its name, it contains amine and nitrile functional groups, which are attached to a chlorinated benzene ring. The inclusion of nitrogen in these functional groups as well as the presence of chlorine contributes to this compound's overall reactivity. Its physical properties, reactivity, and toxicity can vary and should be assessed with precaution for safe handling and usage. 2-AMINO-6-CHLOROBENZONITRILE is employed in the field of organic synthesis, specifically in the production of various pharmaceuticals and agrochemicals.

InChI:InChI=1/C7H5ClN2/c8-6-2-1-3-7(10)5(6)4-9/h1-3H,10H2

Upstream product

• 2112-22-3 2,3-dichloro-6-nitrobenzonitrile 

Downstream Products

• 147249-42-1 6-amino-2,3-dichlorobenzylamine 

Relevant articles and documents

A convenient synthesis of ethyl (2-amino-5,6-dichlorobenzyl)glycinate

-

METHOD FOR THE PRODUCTION OF ANAGRELIDE HYDROCHLORIDE

Disclosed is a method for producing 6,7-dichloro-1,5-dihydroimidazo[2,1-b]quinazoline-2(3H)-on hydrochloride (anagrelide hydrochloride). Said method comprises the following steps: a) 2,3-dichlorobenzaldehyde is nitrated to obtain 2,3-dichloro-6-nitrobenzaldehyde; b) 2,3-dichloro-6-nitrobenzaldehyde is reacted with hydroxylamine HCl and acetic anhydride by applying heat so as to obtain 2,3-dichloro-6-nitrobenzonitrile; c) the nitro group of 2,3-dichloro-6-nitrobenzonitrile is reduced to obtain 2,3-dichloro-6-aminobenzonitrile; d) the nitrile group of 2,3-dichloro-6-aminobenzonitrile is reduced to obtain 2,3-dichloro-6-aminobenzylamine dihydrochloride; e) 2,3-dichloro-6-aminobenzylamine dihydrochloride is reacted with i) bromoacetic acid ethyl ester, CH3CN, and triethylamine; and ii) BrCN to obtain (2-amino-5,6-dichloro-4H-quinazoline-3-yl) acetic acid ethyl ester; f) (2-amino-5,6-dichloro-4H-quinazoline-3-yl) acetic acid ethyl ester is reacted in cycloalkylation conditions to obtain 6,7-dichloro-1,5-dihydroimidazo[2,1-b]quinazoline-2(3H)-on; and g) 6,7-dichloro-1,5-dihydroimidazo[2,1-b]quinazoline-2(3H)-on is reacted with HCl to obtain anagrelide hydrochloride.