m-Chloroperbenzoic acid → (+/-)-1-(Oxiranylmethyl)-2,4-imidazolidinedione

HRID 917288

반응식

HRID 917288 반응식
[CH2:1]([N:4]1[CH2:8][C:7](=[O:9])[NH:6][C:5]1=[O:10])[CH:2]=[CH2:3].ClC1C=C(C(OO)=[O:19])C=CC=1.S(=O)(O)[O-]>C(Cl)Cl>[O:19]1[CH2:3][CH:2]1[CH2:1][N:4]1[CH2:8][C:7](=[O:9])[NH:6][C:5]1=[O:10]

참가 물질

5

반응물 3

HCID 70297m-Chloroperbenzoic acidHCID 104748BisulfiteHCID 220209241-(Prop-2-en-1-yl)imidazolidine-2,4-dione

생성물 1

HCID 22020929(+/-)-1-(Oxiranylmethyl)-2,4-imidazolidinedione수율 89%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A reaction solution of 1-(2-propenyl)-2,4-imidazolidinedione (0.036 mol) and 3-chloro-benzenecarboperoxoic acid (0.043 mol, 70.75%) in DCM (25 ml) was stirred for 2 hours at room temperature. An aqueous solution of bisulfite was added (to remove excess 3-chlorobenzenecarboperoxoic acid) and the mixture was stirred for 10 minutes. Na2CO3 was added and this mixture was extracted with DCM. The separated organic layer was dried, filtered and the solvent evaporated, yielding 5 g (89%) of (±)-1-(oxiranylmethyl)-2,4-imidazolidinedione (interm. 1).

후처리

  1. custom(to remove excess 3-chlorobenzenecarboperoxoic acid)
  2. additionNa2CO3 was added
  3. extractionthis mixture was extracted with DCM
  4. customThe separated organic layer was dried
  5. filtrationfiltered
  6. customthe solvent evaporated

출처 및 근거

ORD 기록
ord-7944daf78bd94ed1bbf1d811cb1457ed
출처 데이터셋
uspto-grants-2007_09
특허 번호
US07273862B2

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