5-Benzylidenehydantoin → 5-(Phenylmethyl)-2,4-imidazolidinedione

HRID 1905813

Reaktionsgleichung

Reaktionsgleichung von HRID 1905813
[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>[OH-].[Na+].[Ni]>[CH2:1]([CH:8]1[NH:12][C:11](=[O:13])[NH:10][C:9]1=[O:14])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 1

HCID 978575-Benzylidenehydantoin

Produkt 1

HCID 735655-(Phenylmethyl)-2,4-imidazolidinedioneAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

190 g (1 mole) of 5-benzylidene-hydantoin are dissolved in 2 l of a N sodium hydroxide solution and 95 g of wet Raney-nickel are added. The hydrogen uptake is terminated after about 6-8 hours (the reaction mixture is shaken at atmospheric pressure). The catalyst is filtered off and washed with N sodium hydroxide. The filtrate is acidified to pH 3 with concentrated hydrochloric acid. The precipitated white crystals are filtered off, dried and washed with cold water. Thus 152 g of the desired compound are obtained, yield 80%. Mp.: 187°-189° C.

Aufarbeitung

  1. additionare added
  2. customThe hydrogen uptake is terminated after about 6-8 hours (the reaction mixture
  3. filtrationThe catalyst is filtered off
  4. washwashed with N sodium hydroxide
  5. filtrationThe precipitated white crystals are filtered off
  6. customdried
  7. washwashed with cold water

Quellen und Nachweise

ORD-Eintrag
ord-71ee4f757d954a4cad118254b35ef831
Quelldatensatz
uspto-grants-1987_03
Patentnummer
US04647694

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