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

HRID 324906

反応式

HRID 324906 の反応式
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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒3 回HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-17dd8c638def47cd8913f7e54029a4a9
出典データセット
uspto-grants-2001_04
特許番号
US06220925B1

関連ノート

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