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2-Thiophenesulfonyl chloride → HCID 25213949、化合物

HRID 1851431
ノート
印刷プレビュー

反応式

HRID 1851431 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[NH:8][C:9]2[C:14]([CH:15]=1)=[CH:13][CH:12]=[CH:11][C:10]=2[NH2:16].[S:17]1[CH:21]=[CH:20][CH:19]=[C:18]1[S:22](Cl)(=[O:24])=[O:23]>N1C=CC=CC=1>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[NH:8][C:9]2[C:14]([CH:15]=1)=[CH:13][CH:12]=[CH:11][C:10]=2[NH:16][S:22]([C:18]1[S:17][CH:21]=[CH:20][CH:19]=1)(=[O:24])=[O:23]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 855182-Thiophenesulfonyl chlorideHCID 57901811HCID 57901811、化合物

生成物 1

HCID 25213949HCID 25213949、化合物収率 84.1%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

To a mixture of 2-(pyridin-2-yl)-1H-indole-7-amine (0.35 g) and pyridine (6 mL) was added thiophene-2-sulfonyl chloride (0.38 g) at 0° C., and the mixture was stirred at room temperature for 2 hr. The reaction mixture was concentrated, 10% aqueous citric acid solution was added, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated. The residue was subjected to silica gel column chromatography and the title compound (0.50 g, yield 82%) was obtained as pale-yellow crystals from a fraction eluted with ethyl acetate-hexane (1:3, volume ratio). The crystals were recrystallized from ethyl acetate-hexane. melting point 161-162° C.

後処理

  1. concentrationThe reaction mixture was concentrated
  2. addition10% aqueous citric acid solution was added
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe ethyl acetate layer was washed with saturated brine
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-fd1508b96a604f59accf2d3de35c2422
出典データセット
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08957070B2

反応ノート

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