YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
スルファイソオキサゾール合成に関する研究 (第1報)
Methyl α-Chloroethyl Ketolle及びα-Acetylpropionitrileの合成
桶田 秀雄谷口 幹二榎 吉二谷口 卓藏加治 有恒阿部 一夫先本 礼二
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1956 年 76 巻 1 号 p. 60-62

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A new synthetic method for sulfisoxazole (VI), starting with methyl ethyl ketone (VII), was established and the present paper reports the course leading to the intermediate α-acetylpropionitrile (III). Chlorination of methyl ethyl ketone (VII) by the passage of chlorine gas through the hydrochloric acid solution of (VII) at a low temperature gives methyl α-chloroethyl ketone (VIII) in far smoother and faster rate than the existing method, with twice the reaction rate. Application of alkali cyanide to (VIII) affords α, β-dimethylglycidonitrile (IX) which undergoes conversion to α-acetylpropionitrile (III) on heating with alkali cyanides, carbonates, hydrogen carbonates, alkali earth hydroxides, or pyridine.

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© by the PHARMACEUTICAL SOCIETY OF JAPAN
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