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Water → Methyl 3-(benzothiazol-2-yl)-4,7-dimethylindole-2-carboxylate

HRID 361624
ノート
印刷プレビュー

反応式

HRID 361624 の反応式
[CH:1]([C:3]1[C:11]2[C:6](=[C:7]([CH3:13])[CH:8]=[CH:9][C:10]=2[CH3:12])[NH:5][C:4]=1[C:14]([O:16][CH3:17])=[O:15])=O.[NH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[SH:25].O>C(OCC)(=O)C>[S:25]1[C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=2[N:18]=[C:1]1[C:3]1[C:11]2[C:6](=[C:7]([CH3:13])[CH:8]=[CH:9][C:10]=2[CH3:12])[NH:5][C:4]=1[C:14]([O:16][CH3:17])=[O:15]
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 962WaterHCID 87132-Aminothiophenol2 回HCID 53886849Methyl 3-formyl-4,7-dimethylindole-2-carboxylate

生成物 1

HCID 136124231Methyl 3-(benzothiazol-2-yl)-4,7-dimethylindole-2-carboxylate収率 20.6%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

In 10 ml of ethyl acetate were dissolved 0.50 g (2.16 mmol) of methyl 3-formyl-4,7-dimethylindole-2-carboxylate and 0.27 g (2.16 mmol) of o-aminothiophenol. The reaction mixture was stirred at room temperature overnight. After addition of 0.30 g of o-aminothiophenol, the reaction mixture was stirred for 1 day and then poured into water. The reaction mixture was extracted with diethyl ether, washed with water and concentrated. The crude crystals were purified by silica gel column chromatography (toluene) and recrystallized from methanol-water to provide 0.15 g of beige powder. Yield: 20%

後処理

  1. stirringthe reaction mixture was stirred for 1 day
  2. extractionThe reaction mixture was extracted with diethyl ether
  3. washwashed with water
  4. concentrationconcentrated
  5. customThe crude crystals were purified by silica gel column chromatography (toluene)
  6. customrecrystallized from methanol-water

出典と根拠

ORDレコード
ord-c648be5bec5e493a849a33e6f95d0a67
出典データセット
uspto-grants-1999_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05866594

反応ノート

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