Dimethylformamide → 1-Methyl-3-(2-vinyloxyethyl)-hydantoin

HRID 127668

Reaktionsgleichung

Reaktionsgleichung von HRID 127668
[CH3:1][N:2]1[CH2:8][C:6](=[O:7])[NH:5][C:3]1=[O:4].C(=O)([O-])[O-].[K+].[K+].[CH:15]([O:17][CH2:18][CH2:19]Cl)=[CH2:16].CN(C)C=O>C1(C)C=CC=CC=1>[CH3:1][N:2]1[CH2:8][C:6](=[O:7])[N:5]([CH2:19][CH2:18][O:17][CH:15]=[CH2:16])[C:3]1=[O:4]

Komponenten

6

Edukt 4

HCID 6228DimethylformamideHCID 80742-Chloroethyl vinyl etherHCID 11430Potassium CarbonateHCID 692171-Methylhydantoin

Produkt 1

HCID 202856241-Methyl-3-(2-vinyloxyethyl)-hydantoin

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A mixture of 82.6 g (0.72 mol) of 1-methylhydantoin, 50.7 g (0.37 mol) of anhydrous potassium carbonate, 89.6 g (0.84 mol) of 2-chloroethyl vinyl ether, 700 ml of dimethylformamide and 100 ml of toluene is reacted for 2 hours and 30 minutes at 130°-138° C., whilst removing the water of reaction. The mixture is then worked up as described in Example 1, and 128.5 g of a clear, reddish brown, viscous crude product (96.9% of theory) are obtained. The crude product is distilled (boiling point 133° C.-134° C./0.2 mm Hg) and 108.5 g (81.8% of theory) of a colourless, viscous distillate are obtained; this crystallises and melts at 54°-56° C.

Aufarbeitung

  1. customis reacted for 2 hours and 30 minutes at 130°-138° C.
  2. customwhilst removing
  3. customthe water of reaction
  4. customare obtained
  5. distillationThe crude product is distilled (boiling point 133° C.-134° C./0.2 mm Hg) and 108.5 g (81.8% of theory) of a colourless, viscous distillate
  6. customare obtained
  7. customthis crystallises

Quellen und Nachweise

ORD-Eintrag
ord-0d6962dd97ff4ef6a53330447d6bf967
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04256867

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