Thionyl Chloride → Benzimidazole, 1-(4-chlorobutyl)-

HRID 1833662노트

반응식

HRID 1833662 반응식
[N:1]1([CH2:10][CH2:11][CH2:12][CH2:13]O)[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.S(Cl)([Cl:17])=O>ClC(Cl)Cl>[Cl:17][CH2:13][CH2:12][CH2:11][CH2:10][N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 205063231h-Benzimidazole-1-butanol

생성물 1

HCID 583170Benzimidazole, 1-(4-chlorobutyl)-수율 45%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

To a stirred mixture of 50 parts of 1H-benzimidazole-1-butanol and 375 parts of trichloromethane are added dropwise 35.2 parts of sulfinyl chloride. Upon completion, stirring is continued for 3 hours at reflux temperature. The reaction mixture is evaporated. The residue is taken up in trichloromethane. The whole is washed with ammonium hydroxide and the solvent is evaporated. The residue is purified by column-chromatography over silica gel using trichloromethane as eluent. The pure fractions are collected and the eluent is evaporated, yielding 22 parts (45%) of 1-(4-chlorobutyl)-1H-benzimidazole as an oily residue.

후처리

  1. temperatureat reflux temperature
  2. customThe reaction mixture is evaporated
  3. washThe whole is washed with ammonium hydroxide
  4. customthe solvent is evaporated
  5. customThe residue is purified by column-chromatography over silica gel
  6. customThe pure fractions are collected
  7. customthe eluent is evaporated

출처 및 근거

ORD 기록
ord-505b4e2e99be46849e95ccb6ceb19e45
출처 데이터셋
uspto-grants-1978_01
특허 번호
US04066772

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