1-(3,6-dichloro-2-hydroxyphenyl)-1-ethanone -Drug Synthesis Database

【结构式】

【分子编号】29677

【品名】1-(3,6-dichloro-2-hydroxyphenyl)-1-ethanone

【CA登记号】

【分子式】C₈H₆Cl₂O₂

【分子量】205.03984

【元素组成】C 46.86% H 2.95% Cl 34.58% O 15.61%

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)

This 1-vinylimidazole compound (II) is obtained by reaction of N,N'-thionyldiimidazole (A) with 2-hydroxy-3,6-dichloroacetophenone (I) in dichloro-methane. Treatment of (II) with epibromohydrin (B) in DMF in the presence of NaH gives the epoxy compound (III), which is then treated with isopropylamine (C) to obtain the propanolamine compound (IV). The hydrochloride can be prepared by treatment of the free base (IV) with one molar equivalent of HCl in AcOEt.

参考文献中间体

合成目标

【1】 Kida, S.; Ueda, M.; Kimoto, S.; Haruna, M.; Matsumoto, H.; Takahashi, K.; Ogata, M.; Synthesis and antiarrhythmic activity of new 1-[1-[2-[3-(alkylamino)-2-hydroxypropoxy]phenyl]vinyl]-1H-imidazoles and related compounds. J Med Chem 1984, 27, 9, 1142.
【2】 Ueda, M.; 711389-S. Drugs Fut 1985, 10, 6, 472.

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)	29655	1-(1H-imidazol-1-ylsulfinyl)-1H-imidazole		C₆H₆N₄OS	详情	详情
(B)	29679	2-(bromomethyl)oxirane	3132-64-7	C₃H₅BrO	详情	详情
(I)	29677	1-(3,6-dichloro-2-hydroxyphenyl)-1-ethanone		C₈H₆Cl₂O₂	详情	详情
(II)	29678	3,6-dichloro-2-[1-(1H-imidazol-1-yl)vinyl]phenol		C₁₁H₈Cl₂N₂O	详情	详情
(III)	29680	3,6-dichloro-2-[1-(1H-imidazol-1-yl)vinyl]phenyl 2-oxiranylmethyl ether; 1-[1-[3,6-dichloro-2-(2-oxiranylmethoxy)phenyl]vinyl]-1H-imidazole		C₁₄H₁₂Cl₂N₂O₂	详情	详情
(IV)	29681	1-[3,6-dichloro-2-[1-(1H-imidazol-1-yl)vinyl]phenoxy]-3-(isopropylamino)-2-propanol		C₁₇H₂₁Cl₂N₃O₂	详情	详情
(C)	23933	2-Propanamine; Isopropylamine	75-31-0	C₃H₉N	详情	详情

Extended Information