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

HRID 274728
ノート
印刷プレビュー

反応式

HRID 274728 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 679
Dimethyl Sulfoxide
溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-0b69c4398ddb40cc9bd6cbaa18c6d08a
出典データセット
uspto-grants-1995_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05389658

反応ノート

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