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

HRID 361624
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HRID 361624 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 962WaterHCID 87132-Aminothiophenol2회HCID 53886849Methyl 3-formyl-4,7-dimethylindole-2-carboxylate

생성물 1

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

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

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%

후처리

  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

출처 및 근거

ORD 기록
ord-c648be5bec5e493a849a33e6f95d0a67
출처 데이터셋
uspto-grants-1999_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05866594

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