3-(3-Nitrophenyl)imidazolidine-2,4-dione → 3-(3-Aminophenyl)imidazolidine-2,4-dione

HRID 1785311Notes

Reaction equation

HRID 1785311 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([N:10]2[C:14](=[O:15])[CH2:13][NH:12][C:11]2=[O:16])[CH:7]=[CH:8][CH:9]=1)([O-])=O>[Pd].CO>[NH2:1][C:4]1[CH:5]=[C:6]([N:10]2[C:14](=[O:15])[CH2:13][NH:12][C:11]2=[O:16])[CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 173528013-(3-Nitrophenyl)imidazolidine-2,4-dione

Product 1

HCID 246884373-(3-Aminophenyl)imidazolidine-2,4-dioneYield 99.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 3-(3-nitrophenyl)-2,4-imidazolidinedione (4.4 g, 20 mmol) and methanol (100 mL) was treated with 10% Pd/C (1.0 g) and placed under H2 (40 psi) for 2 h. The mixture was then filtered through celite and concentrated to afford the title compound (3.8 g).

Workup

  1. filtrationThe mixture was then filtered through celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-9a14981d6c4d40c19cd39b640375616d
Source dataset
uspto-grants-2009_03
Patent number
US07504410B2

Reaction notes

Loading…