A convenient method for the synthesis of β-chloroamines by electrophilic reduction of α-chloroimines

✍ Scribed by Norbert De Kimpe; Christian Stevens

• Publisher: Elsevier Science
• Year: 1991
• Tongue: French
• Weight: 497 KB
• Volume: 47
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(01)86404-8

✦ Synopsis

cl-Chloro-, u,a-dichloro-and a,a,a-trichloroimines were conveniently reduced by borane-methyl sulfide in dichloromethane into the corresponding B-chloroamines.

This synthetic procedure was applied to the synthesis of N-(a-methoxyphenyl)-[2,2,2-trichloro-l-(4-methoxyphenyl)]ethylamine, which is a known insecticide. additional purification.

a-Chloroaldimine 5, a,a-dichloroaldimine 1 and a,a,a-trichloroaldimine 9 upon reaction with excess borane-methyl sulfide