Triazolinone, Clopradone, Etoperidone hydrochloride, McN-A-2673-11, ST-1191, Staff

2-[3-[4-(3-氯苯基)哌嗪-1-基]丙基]-4,5-二乙基-2,4-二氢-3H-1,2,4-噻唑-3-酮盐酸盐 依托哌酮 Chemical Name: 2-[3-[4-(m-Chlorophenyl)-1-piperazinyl]propyl]-4,5-diethyl-2,4-dihydro-2H-1,2,4-triazol-3-one hydrochloride; 1-[3-[4-m-Chlorophenyl)-1-piperazinyl]propyl]-3,4-diethyl-DELTA2-1,2,4-triazonil-5-one hydrochloride
CAS No. 57775-22-1, 52942-31-1 (free base)
项目整合开发状态: Launched-1977
项目研究机构: Sigma-Tau (Originator)
合成路线:Compound can be prepared in several different ways,all starting from 3,4-diethyl-DELTA2-1,2,4-triazolin-5-one (I):1) The condensation of (I) with N-(3-bromopropyl)-N'-(m-chlorophenyl)piperazine (B) by means of NaNH2,NaH or sodium alcoholate in an organic solvent (DMSO,DMF,dioxane,benzene,alcohol,tetralin,etc.).2) The condensation of (I) with 1-chloro-3-bromopropane (A) by means of sodium alcoholate in alcohol gives 1-(3-chloropropyl)-3,4-diethyl-DELTA2-1,2,4-triazolin-5-one (II),which is then condensed with an inert solvent by means of HCl acceptor.3) The condensation of (II) with diethanolamine (C) affords 1-(3-bishydroxyethylaminopropyl)-3,4-diethyl-DELTA2-1,2,4-triazolin-5-one (III),which is then converted into the corresponding dichlorocompound (IV) by means of SOCl2.Finally,(IV) is cyclized with m-chloroaniline (E).