Triethylamine → 5-(4-nitrophenyl)-3H-1,3-oxazol-2-one

HRID 56614

반응식

HRID 56614 반응식
C(N(CC)CC)C.[N+:8]([C:11]1[CH:16]=[CH:15][C:14]([C:17](=[O:26])[CH2:18][N:19]2C(=O)CS[C:20]2=[O:25])=[CH:13][CH:12]=1)([O-:10])=[O:9]>C(O)C>[N+:8]([C:11]1[CH:16]=[CH:15][C:14]([C:17]2[O:26][C:20](=[O:25])[NH:19][CH:18]=2)=[CH:13][CH:12]=1)([O-:10])=[O:9]

참가 물질

4

반응물 2

HCID 8471TriethylamineHCID 115508943-[2-(4-Nitrophenyl)-2-oxoethyl]-1,3-thiazolidine-2,4-dione

생성물 1

HCID 8221335-(4-nitrophenyl)-3H-1,3-oxazol-2-one

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

2.8 ml (20.1 mmol, 2.5 eq.) of triethylamine were added to a solution of 2.3 g (8.0 mmol) of 3-[2-(4-nitrophenyl)-2-oxoethyl]-1,3-thiazolidine-2,4-dione in 80 ml of ethanol, and the mixture was stirred under reflux for 14 h. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in water/ethyl acetate. After phase separation, the organic phase was dried (sodium sulphate), filtered, concentrated under reduced pressure and dried. The residue was stirred in dichloromethane and the precipitate was filtered off and dried under reduced pressure. Yield: 1.1 g (67% of theory)

후처리

  1. temperatureunder reflux for 14 h
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. dissolutionthe residue was dissolved in water/ethyl acetate
  4. customAfter phase separation
  5. dry with materialthe organic phase was dried (sodium sulphate)
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. customdried
  9. stirringThe residue was stirred in dichloromethane
  10. filtrationthe precipitate was filtered off
  11. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-a47d7f766a624a55a6e6ffb16de5e965
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434690B2

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