Acetic Acid → 1-Benzyl-5-hydroxyimidazolidine-2,4-dione

HRID 324906

반응식

HRID 324906 반응식
C(O)(=[O:3])C.[CH2:5]([N:12]1[CH2:18][C:16](=[O:17])[NH:15][C:13]1=[O:14])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.BrBr.C(=O)(O)[O-].[Na+]>O.C(OCC)(=O)C>[OH:3][CH:18]1[N:12]([CH2:5][C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:13](=[O:14])[NH:15][C:16]1=[O:17]

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 24408BromineHCID 516892Sodium BicarbonateHCID 27354851-Benzylimidazolidine-2,4-dione

생성물 1

HCID 101304681-Benzyl-5-hydroxyimidazolidine-2,4-dione

시약·촉매·용매 2

HCID 962Water용매3회HCID 8857Ethyl Acetate용매

실험 절차

In a solvent mixture of 250 ml of acetic acid and 40 ml of ethyl acetate was dispersed 190 g of 1-benzylhydantoin and the mixture was refluxed under heating with stirring. To the mixture was added dropwise 164 g of bromine over a period of one hour, and the mixture was refluxed under heating for 30 minutes. The solvent was distilled off under a reduced pressure and the residue was allowed to stand for cooling. To the residue were added dropwise an aqueous sodium bicarbonate solution prepared by dissolving 53 g of sodium bicarbonate in 400 ml of water and then 200 ml of water. The reaction vessel was cooled with water and the crystals thus-deposited were collected by filtration, washed with water and dried to obtain 182 g of 5-hydroxy-1-benzylhydantoin as colorless crystals.

후처리

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating
  3. temperaturethe mixture was refluxed
  4. temperatureunder heating for 30 minutes
  5. distillationThe solvent was distilled off under a reduced pressure
  6. temperaturefor cooling
  7. additionTo the residue were added dropwise an aqueous sodium bicarbonate solution
  8. customprepared
  9. filtrationthe crystals thus-deposited were collected by filtration
  10. washwashed with water
  11. customdried

출처 및 근거

ORD 기록
ord-17dd8c638def47cd8913f7e54029a4a9
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06220925B1

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