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

HRID 983451

Reaktionsgleichung

Reaktionsgleichung von HRID 983451
[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]

Komponenten

5

Edukt 3

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

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A reaction solution of 1-(2-propenyl)-2,4-imidazolidinedione (0.036 mol) and 3-chlorobenzenecarboperoxoic 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).

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-d18fdd7c2414498fb2c7566b05e5f192
Quelldatensatz
uspto-grants-2005_03
Patentnummer
US06864273B1

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