Thionyl Chloride → 2-(Chloromethyl)-1-methylbenzimidazole

반응식

O[CH2:2][C:3]1[N:7]([CH3:8])[C:6]2[CH:9]=[CH:10][CH:11]=[CH:12][C:5]=2[N:4]=1.S(Cl)([Cl:15])=O>>[Cl:15][CH2:2][C:3]1[N:7]([CH3:8])[C:6]2[CH:9]=[CH:10][CH:11]=[CH:12][C:5]=2[N:4]=1

참가 물질

반응물 2

HCID 24386Thionyl Chloride

HCID 344177(1-methyl-1H-1,3-benzodiazol-2-yl)methanol

생성물 1

HCID 2480442-(Chloromethyl)-1-methylbenzimidazole수율 36%

실험 절차

A solution of 2-hydroxymethyl-1-methylbenzimidazole (1.1 g, 6.7 mmol) in thionyl chloride (10 ml) was stirred at ambient temperature for 15 minutes and then heated at reflux for 15 minutes. The volatiles were removed by evaporation and the residue purified by column chromatography eluting with methylene chloride/methanol (95/5) to give 2-chloromethyl-1-methylbenzimidazole (506 mg, 36%).

후처리

temperatureheated
temperatureat reflux for 15 minutes
customThe volatiles were removed by evaporation
customthe residue purified by column chromatography
washeluting with methylene chloride/methanol (95/5)

출처 및 근거

ORD 기록: ord-d8c3115e42f34c5791ca6054fb4ab195
출처 데이터셋: uspto-grants-2002_03
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06362336B1

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