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【结 构 式】 
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【分子编号】60712 【品名】4-[4-(phenylsulfanyl)phenyl]-1,3-dihydro-2H-1,5-benzodiazepine-2-thione 【CA登记号】 |
【 分 子 式 】C21H16N2S2 【 分 子 量 】360.50352 【元素组成】C 69.97% H 4.47% N 7.77% S 17.79% |
与该中间体有关的原料药合成路线共 1 条
合成路线1
该中间体在本合成路线中的序号：(IV)The reaction of 4-acetyldiphenylsulfide (I) with carbon disulfide by means of sodium tert-amyloxide in benzene gives 4-phenylthiobenzoyldithioacetic acid (II), which is cyclized with o-phenylenediamine (III) in refluxing toluene yielding 4-(p-phenylthiophenyl)-1,3-dihydro-2H-1,5-benzodiazepine-2-thione (IV). The condensation of (IV) with diethylaminoethyl chloride (V) by means of NaH in refluxing benzene affords 2-[beta-(N-diethylamino)ethylthio]-4-(p-phenylthio)phenyl-3H-1,5-benzodiazepine (VI), which is finally quaternized with methyl iodide in isopropanol. (1,2)
| 【1】 Castaner, J.; de Angelis, L.; Tibezonium Iodide. Drugs Fut 1978, 3, 2, 152. |
| 【2】 Nardi, D.; et al.; New 2-methyldialkylammoniumalkylthio-4-p-substituted phenyl-3-H-1,5-benzodiazepine iodides with antibacterial activity. II Farmaco (ed. sc.) 1975, 30, Suppl. 3, 248. |
| 【3】 Degen, L. (Recordati S.A. Chem Pharm. Co.); AT 321922; CH 555347; GB 1412008; GB 1412009; US 3993793 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 60710 | 1-[4-(phenylsulfanyl)phenyl]-1-ethanone | C14H12OS | 详情 | 详情 | |
| (II) | 60711 | 3-oxo-3-[4-(phenylsulfanyl)phenyl]propanedithioic acid | C15H12OS3 | 详情 | 详情 | |
| (III) | 12324 | methyl (2R)-2-amino-3-phenylpropanoate | 21685-51-8 | C10H13NO2 | 详情 | 详情 |
| (IV) | 60712 | 4-[4-(phenylsulfanyl)phenyl]-1,3-dihydro-2H-1,5-benzodiazepine-2-thione | C21H16N2S2 | 详情 | 详情 | |
| (V) | 16194 | 2-chloro-N,N-diethyl-1-ethanamine; N-(2-chloroethyl)-N,N-diethylamine | 100-35-6 | C6H14ClN | 详情 | 详情 |
| (VI) | 60713 | N,N-diethyl-2-({4-[4-(phenylsulfanyl)phenyl]-3H-1,5-benzodiazepin-2-yl}sulfanyl)-1-ethanamine; N,N-diethyl-N-[2-({4-[4-(phenylsulfanyl)phenyl]-3H-1,5-benzodiazepin-2-yl}sulfanyl)ethyl]amine | C27H29N3S2 | 详情 | 详情 |
Extended Information