IDPH-85184
Chemical Name: 5-[(4-Chloro-3-methylphenoxy)methyl]-4-(4-methylphenyl)-3,4-dihydro-2H-1,2,4-triazol-3-one
项目整合开发状态: Preclinical
项目研究机构: Indian Drugs (Originator)
合成路线:Chloroacetylation of p-toluidine (I) gives N-chloroacetyl-p-toluidine (II),which by reaction with 3-methyl-4-chlorophenol in refluxing acetone - K2CO3 is converted into 2-(4-chloro-3-methylphenoxy)-N-(p-tolyl)acetamide (III).The reaction of (III) with Lawesson's reagent in boiling toluene affords the thioamide (IV),which is methylated with methyl iodide in refluxing acetone - K2CO3 and the resulting 5-methyl ether without any further purification is finally subjected in situ to cyclocondensation by treating with ethylcarbazate in refluxing DMF to give IDPH-85184 in an overall yield of 40%.
📌 参考资料/链接：
参考文献标题:IDPH-85184
文献作者:Arya,V.P.
参考来源:Drugs Fut 1990,15(12),1178
📄 详细内容
合成路线:Chloroacetylation of p-toluidine (I) gives N-chloroacetyl-p-toluidine (II),which by reaction with 3-methyl-4-chlorophenol in refluxing acetone - K2CO3 is converted into 2-(4-chloro-3-methylphenoxy)-N-(p-tolyl)acetamide (III).The reaction of (III) with Lawesson's reagent in boiling toluene affords the thioamide (IV),which is methylated with methyl iodide in refluxing acetone - K2CO3 and the resulting 5-methyl ether without any further purification is finally subjected in situ to cyclocondensation by treating with ethylcarbazate in refluxing DMF to give IDPH-85184 in an overall yield of 40%.
参考文献标题:
文献作者:Scheibye,S.; Pedersen,B.S.; Lawesson,S.U.
参考来源:Bull Soc Chim Belg 1978,87229