Reductive Cleavage of Sulfur-containing Carbamates with Raney Nickel

概要

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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.
公益社団法人日本薬学会の論文
1975-10-25