YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
Studies on Tertiary Amine Oxides. XVII
Reactions of 4-Styrylquinoline 1-Oxide with Acylating Agents
Masatomo HamanaHiroshi Noda
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1963 Volume 83 Issue 4 Pages 342-347

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Abstract
4-(4-Dimethylaminostyryl) quinoline 1-oxide (I) and 4-styrylquinoline 1-oxide (II) were synthesized and their reactions with various acylating agents were examined. The reaction with I developed intense color in all the cases and expected products were not obtained. In the case of II with phosphorus trichloride, phosphorul chloride, benzoyl chloride-potassium cyanide and benzoyl chloride-potassium hydroxide, the similar reactions to that of quinoline 1-oxide proceeded and no effect of 4-styryl group was noted. The reaction of II with tosyl chloride gave 3-tosyloxy-derivative in good yield. With acetic anhydride II gave 3-acetyloxy-derivative and a diacetate of 1-(4-quinolyl)-2-phenylethane-1, 2-diol. In both these cases the effect of 4-styryl group was encountered.
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