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【结 构 式】

【分子编号】34365

【品名】N'-(2-ethylbenzoyl)-3-methoxybenzenecarbohydrazonamide

【CA登记号】

【 分 子 式 】C17H19N3O2

【 分 子 量 】297.35688

【元素组成】C 68.67% H 6.44% N 14.13% O 10.76%

与该中间体有关的原料药合成路线共 2 条

合成路线1

该中间体在本合成路线中的序号:(I)

The reaction of 1,2-dimethyl-3-benzoyl-4-aminopyrrole (I) with phthalimidoacetyl chloride (II) by means of NaOH gives 1,2-dimethyl-3-benzoyl-4-(phthalimidoacetamido)pyrrole (III), which is cyclized by reaction with hydrazine in refluxing methanol.

1 Corsico, N.; Tarzia, G.; Fontanella, L.; Mariani, L.; 3,7-Dihydro-5-phenylpyrrolo[3,4-e][1,4]diazepin-2(1H)-ones. Synthesis and pharmaclogical properties. Eur J Med Chem - Chim Ther 1976, 11, 3, 217-220.
2 Fontanella, L.; Mariani, L.; Tarzia, G.; Pharmacologically active pyrrolodiazepines. DE 2511599; FR 2264546; GB 1433103; JP 50135094; US 4022766; US 4022766 .
3 Castaner, J.; Serradell, M.N.; Premazepam. Drugs Fut 1984, 9, 7, 520.
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) 34365 N'-(2-ethylbenzoyl)-3-methoxybenzenecarbohydrazonamide C17H19N3O2 详情 详情
(II) 10278 2-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)acetyl chloride 6780-38-7 C10H6ClNO3 详情 详情
(III) 34367 N-(4-benzoyl-1,5-dimethyl-1H-pyrrol-3-yl)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)acetamide C23H19N3O4 详情 详情

合成路线2

该中间体在本合成路线中的序号:(III)

The condensation of ethyl 3-metboxybenzimidate (I) with 2-ethybenzoic hydrazide (II) in refluxing CH2Cl2 gives the benzoylamidrazone (III), which is then cyclized by means of K2CO3 in refluxing 2-etoxyethanol.

1 Omodei-Salé, A.; Galliani, G.; Consonni, P.; A new class of nonhormonal pregnancy-terminating agents. Synthesis and contragestational activity of 3,5-diaryl-s-triazoles. J Med Chem 1983, 26, 8, 1187-92.
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) 34363 ethyl 3-methoxybenzenecarboximidoate C10H13NO2 详情 详情
(II) 34364 2-ethylbenzohydrazide C9H12N2O 详情 详情
(III) 34365 N'-(2-ethylbenzoyl)-3-methoxybenzenecarbohydrazonamide C17H19N3O2 详情 详情
Extended Information