Thionyl Chloride → 4-Methyl-1-(quinolin-4-yl)-1H-pyrrole-3-carbonyl chloride

HRID 1792804노트

반응식

HRID 1792804 반응식
S(Cl)([Cl:3])=O.[C:5]([C:8]1[C:12]([CH3:13])=[CH:11][N:10]([C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:17]=[CH:16][CH:15]=2)[CH:9]=1)(O)=[O:6]>C(Cl)(Cl)Cl>[Cl:3][C:5]([C:8]1[C:12]([CH3:13])=[CH:11][N:10]([C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:17]=[CH:16][CH:15]=2)[CH:9]=1)=[O:6]

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 220249694-Methyl-1-(quinolin-4-yl)-1H-pyrrole-3-carboxylic acid

생성물 1

HCID 220249394-Methyl-1-(quinolin-4-yl)-1H-pyrrole-3-carbonyl chloride수율 100%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

10 mL (137 mmol) of sulphinyl chloride are added at a temperature in the region of 20° C. under an argon atmosphere to 1 g (3.97 mmol) of 3-carboxy-4-methyl-1-(quinol-4-yl)-1H-pyrrole dissolved in 20 mL of chloroform. After stirring at the reflux point of the solvent for 1 hour, the reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa). The residue is dissolved in 20 mL of chloroform and then brought back to dryness to give 1.07 g (3.97 mmol) of 3-chlorocarbonyl-4-methyl-1-(quinol-4-yl)-1H-pyrrole in the form of a beige-coloured solid which is used directly in the following step.

후처리

  1. concentrationthe reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa)
  2. dissolutionThe residue is dissolved in 20 mL of chloroform

출처 및 근거

ORD 기록
ord-e3853d69d4f54b368c8fa00945753e65
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07078414B2

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