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Communication | Regular issue | Vol 1, No. 3, 1973, pp.241-245
Published online, 1st January, 1970
DOI: 10.3987/R-1973-03-0241
The Reaction of Quinoline N-Oxide with N,N-Diethylthiocarbamoyl Chloride

Masatomo Hamana* and Keiji Muraoka

*Faculty of Pharmaceutical Sciences, Kyushu University, 3-1-1 Maidashi, Higashi-ku, Fukuoka 812-8582, Japan

Abstract

Quinoline N-oxide (I) reacted with N,N-diethylthiocarbamoyl chloride (II) at room temperature to give S-2-quinolyl N,N-diethylthiocarbamate (III) and O-3-quinolyl N,N-diethylthiocarbamate (IV). From reactions in the presence of a base, S-3- (VII) and S-8-quinolyl N,N-diethylthiocarbamates (VIII) were formed besides III and IV. The possibility of a new mechanism for the formation of III was suggested.