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【结 构 式】

【分子编号】37422

【品名】N-methyl-N-(3-phenyl-1H-indol-1-yl)acetamide

【CA登记号】

【 分 子 式 】C17H16N2O

【 分 子 量 】264.32692

【元素组成】C 77.25% H 6.1% N 10.6% O 6.05%

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:(II)

The reaction of 1,4-dihydro-4-phenylcinnoline (I) with methyl p-toluenesulfonate (A) and acetic acid by means of KOH in refluxing toluene gives 1-(N-methyl-N-acetylamino)-3-phenylindole (II), which is hydrolyzed by treatment with refluxing concentrated HCl to afford 1-methylamino-3-phenylindole (III). Finally, this compound is condensed with 2-dimethylaminoethyl chloride (IV) by means of sodium amide in refluxing toluene.

1 Schatz, F.; et al.; Amino-3-phenylindoles with antidepressant activity. Binodaline hydrochloride and relatd compounds. Arzneim-Forsch Drug Res 1980, 30, 6, 919-923.
2 Schatz, F.; et al. (Siegfried AG); N-Amino indole derivatives having pharmacological activity. US 4204998 .
3 Hillier, K.; Castaner, J.; Blancafort, P.; Serradell, M.N.; Binodaline. Drugs Fut 1981, 6, 4, 212.
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) 23403 Methyl p-toluenesulfonate; Methyl 4-methylbenzenesulfonate; Methyl 4-toluenesulfonate 80-48-8 C8H10O3S 详情 详情
(I) 37421 4-phenyl-1,4-dihydrocinnoline C14H12N2 详情 详情
(II) 37422 N-methyl-N-(3-phenyl-1H-indol-1-yl)acetamide C17H16N2O 详情 详情
(III) 37423 N-methyl-N-(3-phenyl-1H-indol-1-yl)amine; N-methyl-3-phenyl-1H-indol-1-amine C15H14N2 详情 详情
(IV) 11907 Dimethylaminoethyl chloride; 2-Dimethylaminoethyl chloride; 2-Chloro-N,N-dimethyl-1-ethanamine; N-(2-Chloroethyl)-N,N-dimethylamine 107-99-3 C4H10ClN 详情 详情
Extended Information