M. Hisaoka, K. Akiba, N. Inamoto
Nov 1, 1975
Citations
0
Influential Citations
14
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
3-Substituted 2-nitrosoimino-2,3-dihydrobenzothiazoles (1) react with benzylmagnesium chloride to give 3-substituted 2,2-dibenzyl- (2), 2-N′-benzylidenehydrazono- (3) and 2-N′,N′-dibenzylhydrazono-2,3-dihydrobenzothiazoles (4). The main reaction (formation of 3 and 4) occurrs on the nitroso group of 1, which proceeds via 1,2-addition intermediate (B). Allylmagnesium bromide and cinnamylmagnesium chloride also react with 3-methyl derivative (1a) to afford 2-N′,N′-diallyl- and 2-N′-(1-phenyl-2-propenyl)hydrazono-3-methyl-2,3-dihydrobenzothiazoles, respectively.