Synlett 2013; 24(9): 1160-1161
DOI: 10.1055/s-0033-1338941
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© Georg Thieme Verlag Stuttgart · New York

Chloroacetonitrile

Rajni Sharma
Natural Product Chemistry, Indian Institute of Integrative Medicine (CSIR), Canal Road, Jammu 18001, India   Email: ranjupagotra@gmail.com
› Author Affiliations
Further Information

Publication History

Publication Date:
08 May 2013 (online)

Introduction

Chloroacetonirile is a simple organic compound with a linear chemical structure. Both ends of this molecule have a reactive group: a cyano group on one side and a chloro substituent on the other side. The nitrile can be converted into an amine, amide, amidine, etc., whereas the chloro group plays an important role in different alkylation reactions. Choloacetonitrile is known for the synthesis of ­heterocycles including thiophenes,[1] thiazoles[2] and thiazolo[3,2-b][1,2,4]triazoles.[3] Chloroacetonitrile is commercially available and can be synthesized by dehydration of chloroacetamide with phosphorous pentoxide.[4]

Zoom Image
Scheme 1
 
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