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7500477 
Journal Article 
Studies on Tertiary Amine Oxides. LIV.1) Reaction of Quinoline N-Oxides with Potassium Cyanate and Tosyl Chloride in Ethanol 
Hamana, M; Kumadaki, S 
1975 
Yes 
Chemical and Pharmaceutical Bulletin
ISSN: 0009-2363
EISSN: 1347-5223 
23 
10 
2284-2289 
English 
Quinoline 1-oxide (Ia) reacted with potassium cyanate and tosyl chloride in ethanol at −10° to give ethyl N-(2-quinolyl)carbamate (Ha) in 70% yield. The reaction under reflux caused decrease of the yield of Ia (11%) and additional formation of 2-ethoxy-quinoline (IIIa) (54%) and carbostyril (IV) (29%). Unless ethanol was used, no definite product was isolated. Reactions of some derivatives of Ia as well as that of isoquinoline 2-oxide were also examined under the same conditions. © 1975, The Pharmaceutical Society of Japan. All rights reserved. 
carbostyril; drug analysis; drug identification; drug synthesis; in vitro study; infrared spectrometry; methodology; nuclear magnetic resonance spectroscopy; theoretical study