【结 构 式】 |
【分子编号】60747 【品名】benzyl 2-[[3-(2-chlorobenzoyl)-5-ethyl-2-thienyl](methyl)amino]-2-oxoethylcarbamate 【CA登记号】 |
【 分 子 式 】C24H23ClN2O4S 【 分 子 量 】470.9764 【元素组成】C 61.21% H 4.92% Cl 7.53% N 5.95% O 13.59% S 6.81% |
合成路线1
该中间体在本合成路线中的序号:(VI)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 |