Thionyl Chloride → 1-[1-(4-Chloro-3-methyl-phenyl)-1H-imidazol-4-yl-methyl]-4,5,6,7-tetrahydro-1H-benzoimidazole-, Hydrochloride

HRID 433559노트

반응식

HRID 433559 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]=[C:11]([CH2:13]O)[N:10]=[CH:9]2)=[CH:4][C:3]=1[CH3:15].S(Cl)(Cl)=O.[H-].[Na+].[N:22]1[C:26]2[CH2:27][CH2:28][CH2:29][CH2:30][C:25]=2[NH:24][CH:23]=1>>[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]=[C:11]([CH2:13][N:22]3[C:26]4[CH2:27][CH2:28][CH2:29][CH2:30][C:25]=4[N:24]=[CH:23]3)[N:10]=[CH:9]2)=[CH:4][C:3]=1[CH3:15]

참가 물질

5

반응물 4

HCID 24386Thionyl ChlorideHCID 24758Sodium hydrideHCID 3042634,5,6,7-Tetrahydro-1H-benzimidazoleHCID 234450481-(4-Chloro-3-methylphenyl)-1H-imidazole-4-methanol

생성물 1

HCID 1317240461-[1-(4-Chloro-3-methyl-phenyl)-1H-imidazol-4-yl-methyl]-4,5,6,7-tetrahydro-1H-benzoimidazole-, Hydrochloride

실험 절차

[1-(4-Chloro-3-methyl-phenyl)-1H-imidazol-4-yl]-methanol was treated first with thionylchloride, then with the reaction mixture of sodium hydride and 4,5,6,7-tetrahydro-benzimidazole. After extractive workup and chromatography the title compound was obtained as the free base. It was converted into its white hydrochloride salt. Mp. >250° C. (MeOH/Et2O); MS: m/e=326 (M+).

출처 및 근거

ORD 기록
ord-97482add16ad48bbb17683586257f22f
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06667335B2

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