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【结 构 式】 
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【分子编号】11293 【品名】1-(3-Methylphenyl)piperazine 【CA登记号】41186-03-2 |
【 分 子 式 】C11H16N2 【 分 子 量 】176.26152 【元素组成】C 74.96% H 9.15% N 15.89% |
合成路线1
该中间体在本合成路线中的序号：(II)Centhaquin is synthesized by the reaction of 2-vinylquinoline (I) with 4-(3-methylphenyl)piperazine (II).
| 【1】 JP 75149692 . |
| 【2】 Jain, P.C.; et al. (Council of Scientific and Industrial Research); Derives de la quinoleine, leur preparation et leurs utilisations therapeutiques. FR 2279403 . |
| 【3】 Jain, P.; et al. (Council of Scientific and Industrial Research); 1-Substituirte-4-(beta-2-Chinolyathyl)-piperazine und deren 1,2,3,4-tetrahydrochinolinanalogue. DE 2421382 . |
| 【4】 Davidson, C.M.R. (Council of Scientific and Industrial Research); Wertkwijze voor de bereiding van 1-gesubstitueerde 4-(beta-2-chinolylethyl)-piperazinen. NL 7406101 . |
| 【5】 Murthi, V.A.; et al. (Council of Scientific and Industrial Research); 1-Substituted-4-(beta-2-quinolylethyl)piperazines and 1,2,3,4-tetrahydroquinolyl-ethyl analogues thereof. US 3983121 . |
| 【6】 Arya, V.P.; Centhaquin. Drugs Fut 1984, 9, 2, 104. |
合成路线2
该中间体在本合成路线中的序号：(II)N-Alkylation of 1-(3-methylphenyl)piperazine with 3,6-dichloropyridazine in dimethylformamide as a solvent and in the presence of sodium carbonate afforded 3-chloro-6-[4-(3-methylphenyl-1-piperazinyl]pyridazine. The reactive chlorine atom in this intermediate was replaced by a methoxy group, by refluxing the compound in methanol containing an excess of sodium methoxide. After addition of water to the cooled reaction mixture the product crystallized. Recrystallization from 2-propanol produced pure 3-methoxy-6-[4-(3-methylphenyl)-1-piperazinyl]pyridazine.
| 【1】 Andries, K.; Stokbroekx, R.; R 61837. Drugs Fut 1990, 15, 3, 237. |