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.