Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Reductive Cleavage of Sulfur-containing Carbamates with Raney Nickel
KINZO NAGASAWAHARUO HONDAAKIRA OGAMO
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1975 Volume 23 Issue 10 Pages 2454-2458

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Abstract
Sulfur-containing carbamates, which are used in a number of pesticides and herbicides, were examined for their reductive cleavage with Raney nickel. Three types of the carbamates, S-p-chlorobenzyl N, N-diethylthiolocarbamate (I), S-benzyl N, N-diethyldithiocarbamate (II), and methyl N-phenylthiocarbamate (III), were respectively reacted with Raney nickel in ethanol to afford the corresponding reduction products as follows : I→N, N-diethylformamide, toluene, and hydrogen chloride ; II→N, N-diethylmethylamine and toluene ; III→N-ethylcyclohexylamine, N-methyl-N-ethylcyclohexylamine, and N, N-diethylcyclohexylamine. Formation of some of the reduction products indicated an effective participation of ethanol in the process of reduction of the carbamates. Most of the products were adsorbed more or less on Raney nickel, resulting in their unstisfactory recovery.
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© The Pharmaceutical Society of Japan
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