Thionyl Chloride → 5-(3-chloropropyl)-1-(alpha-ethoxycarbonyl-p-cyanobenzyl)-1H-imidazole hydrochloride

HRID 477995노트

반응식

HRID 477995 반응식
S(Cl)([Cl:3])=O.[CH2:5]([O:7][C:8]([CH:10]([N:19]1[C:23]([CH2:24][CH2:25][CH2:26]O)=[CH:22][N:21]=[CH:20]1)[C:11]1[CH:16]=[CH:15][C:14]([C:17]#[N:18])=[CH:13][CH:12]=1)=[O:9])[CH3:6]>C(Cl)Cl>[ClH:3].[Cl:3][CH2:26][CH2:25][CH2:24][C:23]1[N:19]([CH:10]([C:8]([O:7][CH2:5][CH3:6])=[O:9])[C:11]2[CH:16]=[CH:15][C:14]([C:17]#[N:18])=[CH:13][CH:12]=2)[CH:20]=[N:21][CH:22]=1

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 199304171-(alpha-ethoxycarbonyl-p-cyanobenzyl)-1H-imidazole-5-propanol

생성물 1

HCID 199304155-(3-chloropropyl)-1-(alpha-ethoxycarbonyl-p-cyanobenzyl)-1H-imidazole hydrochloride

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 5.75 g of thionylchloride in 80 ml of methylene chloride is added 8.4 g of 1-(α-ethoxycarbonyl-p-cyanobenzyl)-1H-imidazole-5-propanol as a solid in portions. When addition is complete, the solution is refluxed for 1.5 h, cooled in ice and filtered to obtain 5-(3-chloropropyl)-1-(α-ethoxycarbonyl-p-cyanobenzyl)-1H-imidazole hydrochloride. The salt is partitioned between methylene chloride and saturated sodium bicarbonate. The organic extracts are washed with water, dried over sodium sulfate and evaporated to yield the free base.

후처리

  1. additionWhen addition
  2. temperaturethe solution is refluxed for 1.5 h
  3. temperaturecooled in ice
  4. filtrationfiltered

출처 및 근거

ORD 기록
ord-fbc9eb0c642c46df86fbef6d7a30491a
출처 데이터셋
uspto-grants-1989_12
특허 번호
US04889861

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