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【结 构 式】

【分子编号】39115

【品名】(3-amino-4-nitrophenyl)(phenyl)methanone

【CA登记号】

【 分 子 式 】C13H10N2O3

【 分 子 量 】242.23408

【元素组成】C 64.46% H 4.16% N 11.56% O 19.81%

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:(IV)

The acetylation of 4-aminobenzophenone (I) with acetic anhydride in hot benzene gives 4-acetamidobenzophenone (II), which is nitrated with 90% HNO3 in acetic acid-acetic anhydride yielding 4-acetamido-3-nitrobenzophenone (III). The hydrolysis of (III) with H2SO4 affords 4-amino-3-nitrobenzophenone (IV), which is reduced with H2 over Raney-Ni in THF to give 3,4-diaminobenzophenone (V). The cyclization of (V) with cyanogen bromide in methanol-water gives rise to 2-amino-5-benzoylbenzimidazol (VI), which is treated with isopropylsulfonyl chloride (A) and NaH in dimethoxyethane affording 2-amino-1-isopropylsulfonyl-6-benzoylbenzimidazol (VII). Finally, this compound is treated with hydroxylamine hydrochloride in refluxing methanol.

1 Paget, C.J.; et al.; DE 2638551 .
2 Castaner, J.; Hopkins, S.J.; AR-336. Drugs Fut 1980, 5, 3, 120.
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) 18477 2-propanesulfonyl chloride 10147-37-2 C3H7ClO2S 详情 详情
(I) 39112 3-Aminobenzophenone; (3-aminophenyl)(phenyl)methanone 2835-78-1 C13H11NO 详情 详情
(II) 39113 N-(3-benzoylphenyl)acetamide 58202-86-1 C15H13NO2 详情 详情
(III) 39114 N-(5-benzoyl-2-nitrophenyl)acetamide C15H12N2O4 详情 详情
(IV) 39115 (3-amino-4-nitrophenyl)(phenyl)methanone C13H10N2O3 详情 详情
(V) 12830 (3,4-Diaminophenyl)phenylmethanone; 3,4-Diaminobenzophenone 39070-63-8 C13H12N2O 详情 详情
(VI) 39116 (2-amino-1H-benzimidazol-6-yl)(phenyl)methanone C14H11N3O 详情 详情
(VII) 39117 [2-amino-1-(isopropylsulfonyl)-1H-benzimidazol-6-yl](phenyl)methanone C17H17N3O3S 详情 详情
Extended Information