5-(p-Methoxybenzylidene)-hydantoin → 5-(4-Methoxy-benzyl)-hydantoin

HRID 1905816Notes

Reaction equation

HRID 1905816 reaction equation
[CH3:1][O:2][C:3]1[CH:16]=[CH:15][C:6]([CH:7]=[C:8]2[NH:12][C:11](=[O:13])[NH:10][C:9]2=[O:14])=[CH:5][CH:4]=1>[OH-].[Na+].[Ni]>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][CH:8]2[NH:12][C:11](=[O:13])[NH:10][C:9]2=[O:14])=[CH:15][CH:16]=1

Participants

4

Reactant 1

HCID 947495-(p-Methoxybenzylidene)-hydantoin

Product 1

HCID 957275-(4-Methoxy-benzyl)-hydantoinYield 82%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 14798Sodium HydroxideSolvent

Procedure

218.2 g (1 mole) of 5-(4-methoxy-benzylidene)-hydantoin are dissolved in 2 l of a N sodium hydroxide solution and 50 g of wet Raney-nickel are added. The reaction mixture is worked up according to Example 6. Thus 180.6 g of the desired compound are obtained, yield 82 %. Mp.: 174° C.

Workup

  1. additionare added

Sources & evidence

ORD record
ord-3bdb2291c15f4aa781b7fd3ae40a6099
Source dataset
uspto-grants-1987_03
Patent number
US04647694

Reaction notes

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