Ethanol → 5-{4-[(3-Isopropyl-1H-indol-5-yl)oxy]-3,5-bis-trifluoromethylphenyl}-imidazolidin-2,4-dione

HRID 1007511노트

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HRID 1007511 반응식
[CH:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:13][C:14]3[C:21]([C:22]([F:25])([F:24])[F:23])=[CH:20][C:17](C=O)=[CH:16][C:15]=3[C:26]([F:29])([F:28])[F:27])[CH:11]=2)[NH:6][CH:5]=1)([CH3:3])[CH3:2].[C-:30]#[N:31].[Na+].[C:33](=[O:36])([O-])[O-].[NH4+:37].[NH4+].[CH2:39]([OH:41])C>O>[CH:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:13][C:14]3[C:21]([C:22]([F:24])([F:23])[F:25])=[CH:20][C:17]([CH:30]4[NH:31][C:39](=[O:41])[NH:37][C:33]4=[O:36])=[CH:16][C:15]=3[C:26]([F:27])([F:28])[F:29])[CH:11]=2)[NH:6][CH:5]=1)([CH3:3])[CH3:2]

참가 물질

6

반응물 4

HCID 702EthanolHCID 8929Sodium CyanideHCID 517111Ammonium CarbonateHCID 226698054-(3-Isopropyl-1H-indol-5-yloxy)-3,5-bis-trifluoromethyl-benzaldehyde

생성물 1

HCID 226696965-{4-[(3-Isopropyl-1H-indol-5-yl)oxy]-3,5-bis-trifluoromethylphenyl}-imidazolidin-2,4-dione

시약·촉매·용매 1

HCID 962Water용매

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온도
60 °C

실험 절차

3.0 g (7.22 mmol) of aldehyde from Example V dissolved in 30 ml of ethanol are added to a solution of 0.581 g (14.4 mmol) of sodium cyanide and 3.63 g (36.1 mmol) of ammonium carbonate in 30 ml of water and the mixture is stirred for 24 hours at 60° C. Ethanol is then distilled off from the reaction solution, it is diluted with water, acidified to pH 2 with 1N hydrochloric acid with ice-cooling and extracted twice with ethyl acetate. After drying and distilling off the solvent, the crude product (4.03 g) is chromatographed on silica gel 60 using methylene chloride with addition of a little methanol in the ratio 20:1 to 20:2.5.

후처리

  1. distillationEthanol is then distilled off from the reaction solution, it
  2. additionis diluted with water
  3. temperaturecooling
  4. extractionextracted twice with ethyl acetate
  5. customAfter drying
  6. distillationdistilling off the solvent
  7. customthe crude product (4.03 g) is chromatographed on silica gel 60 using methylene chloride with addition of a little methanol in the ratio 20:1 to 20:2.5

출처 및 근거

ORD 기록
ord-4a5ea915a5a34698882c09cd6dfeef0a
출처 데이터셋
uspto-grants-2004_09
특허 번호
US06794406B2

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