Oxfendazole, RS-8858
奥芬达唑Chemical Name: N-[5-(Phenylsulfinyl)-1H-benzimidazol-2-yl]carbamic acid methyl ester
CAS No. 53716-50-0
项目整合开发状态: Biological Testing
项目研究机构:
合成路线:The reaction of 4-chloro-2-amino-1-nitrobenzene (I) with sodium phenylmercaptide (A) in DMF gives 2-amino-4-phenylthio-1-nitrobenzene (II),which is treated with acetic anhydride to yield 2-acetamido-4-phenylthio-1-nitrobenzene (III).This product is oxidized with peracetic acid in methanol giving 2-amino-4-phenylsulfinyl-1-nitrobenzene (V).Then the nitro group is reduced with H2 over Pd/C in methanol yielding 1,2-diamino-4-phenylsulfinylbenzene (VI).This product is finally condensed with N,N?bis(methoxycarbonyl)-S-methylisothiourea (VII) in ethanol - water - acetic acid.The isothiourea (VII) is obtained by reaction of S-methylisothiouronium sulfate (VIII) with methyl chloroformate (B) by means of KOH in water
📌 参考资料/链接：
参考文献标题:Oxfendazole
文献作者:Castar,J.; Bogan,J.A.
参考来源:Drugs Fut 1976,1(9),438
📄 详细内容
合成路线:The reaction of 4-chloro-2-amino-1-nitrobenzene (I) with sodium phenylmercaptide (A) in DMF gives 2-amino-4-phenylthio-1-nitrobenzene (II),which is treated with acetic anhydride to yield 2-acetamido-4-phenylthio-1-nitrobenzene (III).This product is oxidized with peracetic acid in methanol giving 2-amino-4-phenylsulfinyl-1-nitrobenzene (V).Then the nitro group is reduced with H2 over Pd/C in methanol yielding 1,2-diamino-4-phenylsulfinylbenzene (VI).This product is finally condensed with N,N?bis(methoxycarbonyl)-S-methylisothiourea (VII) in ethanol - water - acetic acid.The isothiourea (VII) is obtained by reaction of S-methylisothiouronium sulfate (VIII) with methyl chloroformate (B) by means of KOH in water
参考文献标题:
文献作者:Beard,C.C.; et al.(Syntex,Inc.)
参考来源:DE 2363351
产品链接: CAS No. 53716-50-0››