Water → 1,2-bis[N-[4-(4-pyridylthio)butyl]-N-propionylamino]benzene

HRID 864026

반응식

HRID 864026 반응식
[SH:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.[OH-].[K+].Cl[CH2:11][CH2:12][CH2:13][CH2:14][N:15]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[N:26]([C:32](=[O:35])[CH2:33][CH3:34])[CH2:27][CH2:28][CH2:29][CH2:30]Cl)[C:16](=[O:19])[CH2:17][CH3:18].O>CS(C)=O>[N:5]1[CH:6]=[CH:7][C:2]([S:1][CH2:11][CH2:12][CH2:13][CH2:14][N:15]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[N:26]([C:32](=[O:35])[CH2:33][CH3:34])[CH2:27][CH2:28][CH2:29][CH2:30][S:1][C:2]2[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=2)[C:16](=[O:19])[CH2:17][CH3:18])=[CH:3][CH:4]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 14797Potassium HydroxideHCID 190792541,2-bis[N-(4-chlorobutyl)-N-propionylamino]benzeneHCID 178418431pyridine-4-thiol

생성물 1

HCID 190791281,2-bis[N-[4-(4-pyridylthio)butyl]-N-propionylamino]benzene수율 81%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

To a solution of 525 mg (4.7 mmol) of 4-mercaptopyridine and 265 mg (4.7 mmol) of potassium hydroxide in 20 ml of dimethyl sulfoxide, 760 mg (1.89 mmol) of 1,2-bis[N-(4-chlorobutyl)-N-propionylamino]benzene was added at room temperature, and the mixture was stirred for 2 hours. The reaction mixture was poured into water and the mixture was extracted with ethyl acetate. The extract was dried and the solvent was distilled off. The residue was purified by column chromatography (eluent:ethyl acetate to ethyl acetate/ethanol=20:1 to 10:1 to 5:1) to give 0.84 g of the desired product (81.0% yield, pale yellow crystals).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. customThe extract was dried
  3. distillationthe solvent was distilled off
  4. customThe residue was purified by column chromatography (eluent:ethyl acetate to ethyl acetate/ethanol=20:1 to 10:1 to 5:1)

출처 및 근거

ORD 기록
ord-f20d61e5c9f0443d9f09354de22030cf
출처 데이터셋
uspto-grants-1996_10
특허 번호
US05561147

연결된 노트

불러오는 중…