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【结 构 式】

【分子编号】65181

【品名】2-azido-N-[3-(2-chlorobenzoyl)-5-ethyl-2-thienyl]-N-methylacetamide

【CA登记号】

【 分 子 式 】C16H15ClN4O2S

【 分 子 量 】362.83956

【元素组成】C 52.96% H 4.17% Cl 9.77% N 15.44% O 8.82% S 8.84%

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:(V)

By cyclization of 2-(N-methyl-2-aminoacetamido)-3-(o-chlorophenyl)-5-ethylthiophene (II) in pyridine - benzol - acetic acid. The starting thiophene (II) can also be obtained in two different ways both starting from the 2-methylamino-3-(o-chlorobenzoyl)-5-ethylthiophene (I): (a) The thiophene (I) is condensed with chloroacetyl chloride giving 2-(N-methylchloroacetamido)-3-(o-chlorobenzoyl)-5-ethylthiophene (III), which by treatment with NaI gives the corresponding iodoacetamido derivative (IV). This compound reacts with NaN3 giving the corresponding azide (V), which finally reacts with HBr affording the thiophene (II). (b) The reaction of the thiophene (I) with N-carbobenzoxyglycyl chloride gives the carbobenzoxy derivative (VI) which is then hydrolyzed with HBr to give (II).

1 Castaner, J.; Chartterjee, S.S.; Clotiazepan. Drugs Fut 1976, 1, 8, 363.
2 Nakanishi, M.; et al. (Yoshitomi Pharmaceutical Industries Ltd.); DE 2107356 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(B) 11296 2-Chloroacetyl chloride; Chloroacetic chloride 79-04-9 C2H2Cl2O 详情 详情
(I) 60743 (2-chlorophenyl)[5-ethyl-2-(methylamino)-3-thienyl]methanone C14H14ClNOS 详情 详情
(II) 60748 2-amino-N-[3-(2-chlorobenzoyl)-5-ethyl-2-thienyl]-N-methylacetamide C16H17ClN2O2S 详情 详情
(III) 60744 2-chloro-N-[3-(2-chlorobenzoyl)-5-ethyl-2-thienyl]-N-methylacetamide C16H15Cl2NO2S 详情 详情
(IV) 60745 N-[3-(2-chlorobenzoyl)-5-ethyl-2-thienyl]-2-iodo-N-methylacetamide C16H15ClINO2S 详情 详情
(V) 65181 2-azido-N-[3-(2-chlorobenzoyl)-5-ethyl-2-thienyl]-N-methylacetamide C16H15ClN4O2S 详情 详情
(VI) 60747 benzyl 2-[[3-(2-chlorobenzoyl)-5-ethyl-2-thienyl](methyl)amino]-2-oxoethylcarbamate C24H23ClN2O4S 详情 详情
(C) 60746 benzyl 2-chloro-2-oxoethylcarbamate C10H10ClNO3 详情 详情
Extended Information