2-Chloromethylbenzimidazole

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Company Name: Chengdu Apis Pharmaceutical Technology Co.,Ltd  Gold
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2-Chloromethylbenzimidazole manufacturers

2-Chloromethylbenzimidazole Basic information
Product Name:2-Chloromethylbenzimidazole
Synonyms:AKOS BBS-00003999;2-(CHLOROMETHYL)-1H-1,3-BENZIMIDAZOLE;2-(CHLOROMETHYL)-1H-BENZIMIDAZOLE;2-CHLOROMETHYL-1H-BENZOIMIDAZOLE;CHLOROMETHYLBENZIMIDAZOLE;1H-Benzimidazole, 2-(chloromethyl)-;2-(Chloromethyl)-1H-benzimidazole 97%;1H-Benzimidazole,2-(chloromethyl)-(9CI)
CAS:4857-04-9
MF:C8H7ClN2
MW:166.61
EINECS:225-452-8
Product Categories:Imidazoles & Benzimidazoles;Methyl Halides;BenzimidazolesHeterocyclic Building Blocks;Benzimidazoles;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Imidazoles & Benzimidazoles;Methyl Halides;Imidazol&Benzimidazole;BENZIMIDAZOLE;Imidazoles, Pyrroles, Pyrazoles, Pyrrolidines;Imidaxoles
Mol File:4857-04-9.mol
2-Chloromethylbenzimidazole Structure
2-Chloromethylbenzimidazole Chemical Properties
Melting point 146-148 °C (dec.)(lit.)
Boiling point 274.83°C (rough estimate)
density 1.2387 (rough estimate)
refractive index 1.5500 (estimate)
storage temp. Storage temp. -20°C
pka11.18±0.10(Predicted)
form Powder
color Beige to dark yellow
Water Solubility Insoluble in water.
InChIInChI=1S/C8H7ClN2/c9-5-8-10-6-3-1-2-4-7(6)11-8/h1-4H,5H2,(H,10,11)
InChIKeySPMLMLQATWNZEE-UHFFFAOYSA-N
SMILESC1(CCl)NC2=CC=CC=C2N=1
CAS DataBase Reference4857-04-9(CAS DataBase Reference)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 22-36/37/38
Safety Statements 26-37/39-36
WGK Germany 3
HazardClass IRRITANT
HS Code 29339900
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
2-Chloromethylbenzimidazole Usage And Synthesis
Chemical Propertiesbeige to dark yellow powder
Uses2-(Chloromethyl)benzimidazole is used as intermediate in pharmaceutical , in organic synthesis .
Synthesis
Chloroacetic acid

79-11-8

o-Phenylenediamine

95-54-5

2-Chloromethylbenzimidazole

4857-04-9

GENERAL METHOD: A mixture of o-phenylenediamine (0.1 mol) and chloroacetic acid (0.15 mol) in 100 mL of 5N HCl was heated to reflux and stirred continuously for 3-5 hours. Upon completion of the reaction, the mixture was cooled to room temperature and subsequently neutralized with sodium bicarbonate solution. The precipitate of 2-chloromethylbenzimidazole formed was collected by filtration, washed several times with water and finally dried to obtain the pure product.

References[1] Collection of Czechoslovak Chemical Communications, 1991, vol. 56, # 6, p. 1358 - 1360
[2] Revue Roumaine de Chimie, 2016, vol. 61, # 1, p. 15 - 22
[3] Oriental Journal of Chemistry, 2017, vol. 33, # 6, p. 3138 - 3143
[4] Heterocycles, 2002, vol. 57, # 8, p. 1423 - 1432
[5] Journal of the Korean Chemical Society, 2010, vol. 54, # 5, p. 589 - 593
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