2-bromo-1-(2-hydroxyphenyl)-1-ethanone -Drug Synthesis Database

【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.

参考文献中间体

合成目标

【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