新型非甾体抗早孕药抗孕唑的合成

SYNTHESIS OF 3-(2-ETHYLPHENYL)-5(3-ME-THOXYPHENYL)-1H-1,2,4-TRIAZOLE(DL-111IT)

本文报告了抗早孕药抗孕唑(DL-111lT)的合成路线及在多种动物中的抗早孕活性.抗孕唑是一种新型非甾体抗早孕菌,它是由2-乙基苯甲酰肼(6)和3-甲氧基苯甲亚胺酸乙酯(7)反应而得.中间体(7)的制备,以3-甲氧基笨甲酸(13)为起始原料,经氯化亚矾处理,后再与氨气反应,经相转移脱水反应和于乙醇中用氯化氢处理而得.另一中间体(6)的制备是以2-乙酰基苯甲酸(9)为原料,经氩化、甲酯化和肼解而得.

A synthetic scheme for the preparation of DL-111IT and antifertility activity in some different species of animal is described. DL-111IT is a new nonhormonal pregnancy terminating agent, prepared by heating 2-ethyl benzhydrazide(6)and ethyl 3-methoxybenzimidate(7). The intermediate(7)is prepared from the 3-methoxybenzoic acid(13)by treatment with thionyl chloride, followed by a reaction with aminonia, subsequent dehydration with transferphase catalyst and then treatment with hydrogen chloride in ethanol. Alternatively, the intermediate(6)is prepared from the 2-acetylbenzoic acid(9)by treatment with hydrogena-tion, followed by a reaction with methanol and sulfuric acid, subsequent hydrazinolysis with hydrazine hydrate.