Thionyl Chloride → 3-chlorocarbonyl-1-(6-methoxyquinol-4-yl)-1H-indole hydrochloride

HRID 1869168노트

반응식

HRID 1869168 반응식
S(Cl)([Cl:3])=O.[C:5]([C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]([C:17]2[C:26]3[C:21](=[CH:22][CH:23]=[C:24]([O:27][CH3:28])[CH:25]=3)[N:20]=[CH:19][CH:18]=2)[CH:9]=1)(O)=[O:6]>>[ClH:3].[Cl:3][C:5]([C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]([C:17]2[C:26]3[C:21](=[CH:22][CH:23]=[C:24]([O:27][CH3:28])[CH:25]=3)[N:20]=[CH:19][CH:18]=2)[CH:9]=1)=[O:6]

참가 물질

3

반응물 2

HCID 24386Thionyl ChlorideHCID 689705471-(6-Methoxyquinolin-4-yl)-1H-indole-3-carboxylic acid

생성물 1

HCID 865948023-chlorocarbonyl-1-(6-methoxyquinol-4-yl)-1H-indole hydrochloride

실험 절차

4 cm3 of thionyl chloride are added to 0.57 g (1.79 mmol) of 3-carboxy-1-(6-methoxyquinol-4-yl)-1H-indole under an argon atmosphere. After stirring at reflux for 2 hours, the reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa), successively triturated three times with 30 cm3 of dichloromethane and then concentrated to dryness under reduced pressure (2.7 kPa) to give 0.67 g of 3-chlorocarbonyl-1-(6-methoxyquinol-4-yl)-1H-indole hydrochloride in the form of a yellow powder which is used directly in the following step.

후처리

  1. temperatureat reflux for 2 hours
  2. concentrationthe reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa)
  3. customsuccessively triturated three times with 30 cm3 of dichloromethane
  4. concentrationconcentrated to dryness under reduced pressure (2.7 kPa)

출처 및 근거

ORD 기록
ord-1c19062694e74324a04f8e9c334500dd
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07638521B2

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