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【结 构 式】 
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【分子编号】33588 【品名】4,5-diethyl-2,4-dihydro-3H-1,2,4-triazol-3-one 【CA登记号】52883-26-8 |
【 分 子 式 】C6H11N3O 【 分 子 量 】141.17296 【元素组成】C 51.05% H 7.85% N 29.77% O 11.33% |
合成路线1
该中间体在本合成路线中的序号：(I)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).
| 【1】 Palazzo, G.; 1-[3-(4-Metrachlorophenyl-1-piperazinyl)propyl]-3,4-diethyl-delta2-1,2,4-triazolin-5-one. DE 2351739; FR 2202702; GB 1438337; US 3857845 . |
| 【2】 de Angelis, L.; Castaner, J.; Etoperidone. Drugs Fut 1977, 2, 3, 164. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (A) | 10358 | 1-Bromo-3-chloropropane | 109-70-6 | C3H6BrCl | 详情 | 详情 |
| (E) | 12034 | 4-Chlorophenylamine; 4-Chloroaniline; p-Chloroaniline | 106-47-8 | C6H6ClN | 详情 | 详情 |
| (D) | 24273 | 2-[(2-hydroxyethyl)amino]-1-ethanol | 111-42-2 | C4H11NO2 | 详情 | 详情 |
| (B) | 33592 | 1-(3-bromopropyl)-4-(4-chlorophenyl)piperazine | C13H18BrClN2 | 详情 | 详情 | |
| (I) | 33588 | 4,5-diethyl-2,4-dihydro-3H-1,2,4-triazol-3-one | 52883-26-8 | C6H11N3O | 详情 | 详情 |
| (II) | 33589 | 2-(3-chloropropyl)-4,5-diethyl-2,4-dihydro-3H-1,2,4-triazol-3-one | C9H16ClN3O | 详情 | 详情 | |
| (III) | 33591 | 2-[3-[bis(2-hydroxyethyl)amino]propyl]-4,5-diethyl-2,4-dihydro-3H-1,2,4-triazol-3-one | C13H26N4O3 | 详情 | 详情 | |
| (IV) | 33590 | 2-[3-[bis(2-chloroethyl)amino]propyl]-4,5-diethyl-2,4-dihydro-3H-1,2,4-triazol-3-one | C13H24Cl2N4O | 详情 | 详情 | |
| (C) | 33593 | 1-(4-chlorophenyl)piperazine | 38869-46-4 | C10H13ClN2 | 详情 | 详情 |