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Sodium hydride → 3-[1-[3-(2-imidazolylthio)propyl]-3-indolyl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione

HRID 345678
ノート
印刷プレビュー

反応式

HRID 345678 の反応式
[H-].[Na+].[SH:3][C:4]1[NH:5][CH:6]=[CH:7][N:8]=1.[CH3:9][N:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]([C:19]2[C:20](=[O:42])[NH:21][C:22](=[O:41])[C:23]=2[C:24]2[C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[N:26]([CH2:33][CH2:34][CH2:35]OS(C)(=O)=O)[CH:25]=2)=[CH:11]1>CN(C=O)C>[NH:5]1[CH:6]=[CH:7][N:8]=[C:4]1[S:3][CH2:35][CH2:34][CH2:33][N:26]1[C:27]2[C:32](=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:24]([C:23]2[C:22](=[O:41])[NH:21][C:20](=[O:42])[C:19]=2[C:12]2[C:13]3[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=3)[N:10]([CH3:9])[CH:11]=2)=[CH:25]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 151630513-(1-methyl-3-indolyl)-4-[1-[3-(methylsulphonyloxy)propyl]-3-indolyl]-1H-pyrrole-2,5-dioneHCID 178527877HCID 178527877、化合物

生成物 1

HCID 187803043-[1-[3-(2-imidazolylthio)propyl]-3-indolyl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione収率 19.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide
溶媒

実験手順

7 mg of a 80% dispersion of sodium hydride in mineral oil was added to a cooled solution of 23 mg of 2-mercaptoimidazole in 10 ml of DMF. The mixture was stirred for 0.5 hour while cooling. 100 mg of the product of Example 58 were added and the mixture was stirred for 2 hours while cooling. The mixture was then allowed to warm to room temperature and was stirred overnight. The solvents were removed under reduced pressure and the residue was chromatographed on silica gel with 10% methanol in dichloromethane to give 20 mg of 3-[1-[3-(2-imidazolylthio)propyl]-3-indolyl]-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione, m.p. 130°-132° C.

後処理

  1. temperaturewhile cooling
  2. stirringthe mixture was stirred for 2 hours
  3. temperaturewhile cooling
  4. stirringwas stirred overnight
  5. customThe solvents were removed under reduced pressure
  6. customthe residue was chromatographed on silica gel with 10% methanol in dichloromethane

出典と根拠

ORDレコード
ord-05321765110e44a9872c36ac99455001
出典データセット
uspto-grants-1991_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05057614

反応ノート

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