新产品编号:394427

Chemical Name: N-[5-Cyano-2-[3-(2,3-dichlorophenyl)ureido]phenyl]benzenesulfonamide; N-[4-Cyano-2-(phenylsulfonamido)phenyl]-N'-(2,3-dichlorophenyl)urea
CAS No. 210358-37-5
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