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【结 构 式】

【分子编号】14456

【品名】2-bromo-1-(2-hydroxyphenyl)-1-ethanone

【CA登记号】2491-36-3

【 分 子 式 】C8H7BrO2

【 分 子 量 】215.04638

【元素组成】C 44.68% H 3.28% Br 37.16% O 14.88%

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:(I)

The reaction of 2-bromo-2'-hydroxyacetophenone (I) with sodium methylmercaptide in methanol gives 2'-hydroxy-2-(methylthio)acetophenone (II), which is condensed with imidazole (III) by means of SOCl2 in dichloromethane to afford (E)-1-[1-(2-hydroxyphenyl)-2-(methylthio)vinyl]-1H-imidazole (IV), along with some of the (Z)-isomer. Finally, (IV) is condensed with pentyl bromide (V) by means of KOH in DMF.

1 Ogawa, M.; Matsuda, H.; Asaoka, T.; Oono, J.; Katori, T. (SSP Co., Ltd.); Imidazole derivs. EP 0227011; JP 1988146864; US 4740601 .
2 Matsuda, H.; Iwasa, A.; Asaoka, T.; Nakashima, T.; Eto, H.; Kuraishi, T.; Ogawa, M.; Yamaguchi, K.; Synthesis and antifungal activities of a series of (1,2-disubstituted vinyl)imidazoles. Chem Pharm Bull 1991, 39, 9, 2301.
3 Fromtling, R.A.; Castaner, J.; Neticonazole Hydrochloride. Drugs Fut 1993, 18, 4, 324.
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) 14456 2-bromo-1-(2-hydroxyphenyl)-1-ethanone 2491-36-3 C8H7BrO2 详情 详情
(II) 14457 1-(2-hydroxyphenyl)-2-(methylsulfanyl)-1-ethanone C9H10O2S 详情 详情
(III) 10255 Imidazole; 1H-Imidazole 288-32-4 C3H4N2 详情 详情
(IV) 14459 2-[(E)-1-(1H-imidazol-1-yl)-2-(methylsulfanyl)ethenyl]phenol C12H12N2OS 详情 详情
(V) 14460 1-bromopentane; n-Amyl Bromide 110-53-2 C5H11Br 详情 详情
Extended Information