2-Ethylhexanoic Acid → 1-Benzyl-3-phenyl-5-(methoxycarbonylmethylene)-hydantoin

HRID 372163

Reaktionsgleichung

Reaktionsgleichung von HRID 372163
[C:1]1([NH:7][C:8]([NH:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(C(CCCC)C(O)=O)C.[C:28](OC)(=[O:35])/[CH:29]=[CH:30]\[C:31]([O:33][CH3:34])=[O:32]>ClC1C=CC=CC=1Cl>[CH2:11]([N:10]1[C:29](=[CH:30][C:31]([O:33][CH3:34])=[O:32])[C:28](=[O:35])[N:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:8]1=[O:9])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Komponenten

5

Edukt 3

HCID 86972-Ethylhexanoic AcidHCID 2803631-Benzyl-3-phenylureaHCID 5271565Dimethyl maleate

Produkt 1

HCID 545354751-Benzyl-3-phenyl-5-(methoxycarbonylmethylene)-hydantoin

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 72391,2-DichlorobenzeneLösungsmittel

Versuchsvorschrift

113 g of N-phenyl-N'-benzyl-urea were dissolved in 1000 g of o-dichlorobenzene; the solution was made acid with 2-ethyl-hexanoic acid and reacted with 72 g of dimethyl maleate. After a reaction time of 6 hours at 175° C, the solvent was distilled off and the residue triturated with ether. The product separated by suction filtration can be obtained pure by recrystallisation from toluene. The white crystals obtained have a melting point of 130° C and their structure was demonstrated by the IR and NMR spectra and elementary analysis.

Aufarbeitung

  1. distillationAfter a reaction time of 6 hours at 175° C, the solvent was distilled off
  2. customthe residue triturated with ether
  3. customThe product separated by suction filtration
  4. customcan be obtained pure by recrystallisation from toluene
  5. customThe white crystals obtained

Quellen und Nachweise

ORD-Eintrag
ord-90fb7d6c8dd344ceb2bd3aad678348e5
Quelldatensatz
uspto-grants-1978_05
Patentnummer
US04089860

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