新产品编号:169783
Chemical Name: N-[2-[3-(2-Bromophenyl)ureido]-5-cyanophenyl]benzenesulfonamide; N-(2-Bromophenyl)-N'-[4-cyano-2-(phenylsulfonamido)phenyl]urea
CAS No. 182498-81-3
项目整合开发状态: Preclinical
项目研究机构: GlaxoSmithKline (Originator)
合成路线:The sulfonation of 3-aminobenzonitrile (I) with benzenesulfonyl chloride (II) by means of triethylamine in dichloromethane gives the sulfonamide (III),which is nitrated with HNO3 in acetic anhydride yielding 4-nitro-3-(phenyl sulfonamido)benzonitrile (IV).The reduction of (IV) with SnCl2 in hot ethanol affords the corresponding 4-amino derivative (V),which is finally condensed with 2-bromophenyl isocyanate (VI) in hot DMF.
合成路线:The sulfonation of 3-aminobenzonitrile (I) with benzenesulfonyl chloride (II) by means of triethylamine in dichloromethane gives the sulfonamide (III),which is nitrated with HNO3 in acetic anhydride yielding 4-nitro-3-(phenyl sulfonamido)benzonitrile (IV).The reduction of (IV) with SnCl2 in hot ethanol affords the corresponding 4-amino derivative (V),which is finally condensed with 2,3-dichlorophenyl isocyanate (VI) in hot DMF.
📌 参考资料/链接:
参考文献标题:IL-8 receptor antagonists
文献作者:Widdowson,K.L.; Veber,D.F.; Jurewicz,A.J.; Rutledge,M.C.Jr.; Hertzberg,R.P.(SmithKline Beecham plc)
参考来源:EP 0809492; JP 1999503110; US 5780483; WO 9625157