Dimethylformamide → Isobutyl 4-benzylidene-2,5-dioxo-1-imidazolidinepropionate

HRID 703762

Reaktionsgleichung

Reaktionsgleichung von HRID 703762
[CH:1](=[C:8]1[NH:12][C:11](=[O:13])[NH:10][C:9]1=[O:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:15]([O:19][CH2:20][CH:21]([CH3:23])[CH3:22])(=[O:18])[CH:16]=[CH2:17].[OH-].[K+].CN(C=O)C>C1(C)C=CC=CC=1>[CH:1](=[C:8]1[C:9](=[O:14])[N:10]([CH2:17][CH2:16][C:15]([O:19][CH2:20][CH:21]([CH3:23])[CH3:22])=[O:18])[C:11](=[O:13])[NH:12]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

6

Edukt 4

HCID 6228DimethylformamideHCID 7819Isobutyl acrylateHCID 14797Potassium HydroxideHCID 978575-Benzylidenehydantoin

Produkt 1

HCID 54303283Isobutyl 4-benzylidene-2,5-dioxo-1-imidazolidinepropionateAusbeute 81,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

20 g (0.106 mol) of benzalhydantoin, 14.9 g (0.117 mol) of isobutyl acrylate and 1.2 g (0.02 mol) of potassium hydroxide were added to 150 ml of DMF, and the mixture was stirred at 110° C. for 2 hours. After cooling, the reaction solution was added with 300 ml of toluene and crystallized. The crystals were filtered out and dried to obtain 27.2 g of isobutyl 4-benzylidene-2,5-dioxo-1-imidazolidinepropionate (yield: 81%).

Aufarbeitung

  1. temperatureAfter cooling
  2. customcrystallized
  3. filtrationThe crystals were filtered out
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-9c4b640ab09847aca411b2a15f5e8fee
Quelldatensatz
uspto-grants-1991_01
Patentnummer
US04985237

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