BRL-6231(hydrochloride), BRL-51084, WR-99210(free base)
Chemical Name: 6,6-Dimethyl-1-[3-(2,4,5-trichlorophenoxy)propoxy]-1,6-dihydro-1,3,5-triazine-2,4-diamine hydrobromide
项目整合开发状态: Biological Testing
项目研究机构: Jacobus (Originator)
合成路线:The reaction of 2,4,5-trichlorophenol (I) with 1,3-dibromopropane (II) by means of refluxing 25% aqueous NaOH gives 3-(2,4,5-trichlorophenoxy)propyl bromide (III),which is condensed with benzhydroxamic acid (IV) by means of NaOH in refluxing methanol yielding 3-(2,4,5-trichlorophenoxy)propyl benzhydroxamate (V).The hydrolysis of (V) with HCl in refluxing methanol affords 3-(2,4,5-trichlorophenoxy)propyloxyamine (VI),which is then condensed with dicyandiamide (VII) in refluxing ethanol to give 3'-(2,4,5-trichlorophenoxy)propyloxydiguanide (VIII).Finally,this compound is cyclized with acetone (IX) by means of HCl.
📌 参考资料/链接：
参考文献标题:Di-hydro triazine derivatives and processes for their manufacture
文献作者:Mamalis,P.; Outred,D.I.(SmithKline Beecham plc)
参考来源:DE 1957769; ES 373657; FR 2023866; GB 1270831
📄 详细内容
合成路线:The reaction of 2,4,5-trichlorophenol (I) with 1,3-dibromopropane (II) by means of refluxing 25% aqueous NaOH gives 3-(2,4,5-trichlorophenoxy)propyl bromide (III),which is condensed with benzhydroxamic acid (IV) by means of NaOH in refluxing methanol yielding 3-(2,4,5-trichlorophenoxy)propyl benzhydroxamate (V).The hydrolysis of (V) with HCl in refluxing methanol affords 3-(2,4,5-trichlorophenoxy)propyloxyamine (VI),which is then condensed with dicyandiamide (VII) in refluxing ethanol to give 3'-(2,4,5-trichlorophenoxy)propyloxydiguanide (VIII).Finally,this compound is cyclized with acetone (IX) by means of HCl.
参考文献标题:BRL-6231
文献作者:Casta馿r,J.; Thorpe,P.J.; Blancafort,P.; Serradell,M.N.
参考来源:Drugs Fut 1982,7(10),724