Benzaldehyde → 5-Benzylidenehydantoin

Reaktionsgleichung

[NH:1]1[CH2:7][C:5](=[O:6])[NH:4][C:2]1=[O:3].[CH:8](=O)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C([O-])=O.[NH4+].C(O)=O>>[CH:8](=[C:7]1[NH:1][C:2](=[O:3])[NH:4][C:5]1=[O:6])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Komponenten

Edukt 4

HCID 240Benzaldehyde

HCID 284Formic Acid

HCID 10006Hydantoin

HCID 2723923Ammonium formate

Produkt 1

HCID 978575-BenzylidenehydantoinAusbeute 91,9 %

Versuchsvorschrift

A mixture of 100 grams (1.0 mole) of hydantoin, 106 grams (1.0 mole) of benzaldehyde, 63 grams (1.0 mole) of ammonium formate, and 230 grams (5.0 moles) of formic acid were held for 3 hours at reflux temperature. After the cooling off, there were obtained 173 grams of 5-benzylidene hydantoin, corresponding to 92% of theory based on hydantoin.