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【结 构 式】

【分子编号】28311

【品名】N-[4-[(E)-2-chloro-1,2-diphenylethenyl]phenyl]acetamide

【CA登记号】

【 分 子 式 】C22H18ClNO

【 分 子 量 】347.84376

【元素组成】C 75.97% H 5.22% Cl 10.19% N 4.03% O 4.6%

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)

The reaction of 4-aminobenzophenone (I) with benzylmagnesium bromide (II) in ether gives the carbinol (III), which by reaction with acetic anhydride in hot pyridine yields the olefinic acetamide (IV). The chlorination of (IV) with Cl2 in CCl4 followed by refluxing in the same solvent affords the chlorovinyl acetamide (V), which is alkylated at the amidic nitrogen with 2-chloroethyl(diethyl)amine (VI) by means of KOH in refluxing acetone giving the disubstituted acetamide (VII). Finally, the deacetylation of (VII) with hot 10% HCl and salification with citric acid affords the target compound.

1 Bitonti, A.J.; Baumann, R.J. (Merrell Pharmaceuticals, Inc.); Non-metabolizable clomiphene analogs for treatment of tamoxifen-resistant tumors. EP 0660821; JP 1997500863; WO 9406762 .
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) 28307 (4-aminophenyl)(phenyl)methanone 1137-41-3 C13H11NO 详情 详情
(II) 28308 benzyl(bromo)magnesium; benzylmagnesium bromide 1589-82-8 C7H7BrMg 详情 详情
(III) 28309 1-(4-aminophenyl)-1,2-diphenyl-1-ethanol C20H19NO 详情 详情
(IV) 28310 N-[4-[(Z)-1,2-diphenylethenyl]phenyl]acetamide C22H19NO 详情 详情
(V) 28311 N-[4-[(E)-2-chloro-1,2-diphenylethenyl]phenyl]acetamide C22H18ClNO 详情 详情
(VI) 16194 2-chloro-N,N-diethyl-1-ethanamine; N-(2-chloroethyl)-N,N-diethylamine 100-35-6 C6H14ClN 详情 详情
(VII) 28312 N-[4-[(E)-2-chloro-1,2-diphenylethenyl]phenyl]-N-[2-(diethylamino)ethyl]acetamide C28H31ClN2O 详情 详情
Extended Information