3-氯-4-氨基-N-(5-甲基异噁唑-3-基)-苯磺酰胺的合成

Synthesis of 4-Amino-3-Chloro-N-(5-Methylisoxazol-3-yl)-Benzene Sulfonamide

以邻氯苯胺为原料,经过乙酰化、氯磺化、缩合及水解四步反应合成3-氯-4-氨基-N-(5-甲基异噁唑-3-基)-苯磺酰胺(SMZ-Cl),合成总收率达46%.SMZ-Cl的结构经IR,1HNMR,13CNMR和Ms证实.

Using o-chloroaniline as the starting material, 4-amino-3-chloro-N-（5-methylisoxazol-3-yl） benzene sulfonamide（SMZ-C1） was synthesized through four steps, acetylation in amino group of o-chloroaniline, chlorosulfonation of o-chioroacetanilide, condensation of 4-acetamido：3-chloro- benzenesulfonyl chloride with 3-amino-5-methylisoxazole, and hydrolysis of 4-acetamido-3- chloro-N-（5-methylisoxazol-3-yl） benzene sulfonamide. The total yield was 46 %. The chemical structure of SMZ-C1 was identified with IR, ^1H NMR, ^13C NMR and HRMS. The effect of experimental conditions on the synthetic reaction was optimized and discussed in this paper.