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

HRID 477995ノート

反応式

HRID 477995 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-fbc9eb0c642c46df86fbef6d7a30491a
出典データセット
uspto-grants-1989_12
特許番号
US04889861

反応ノート

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