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3-(4-Nitrobenzyl)imidazolidine-2,4-dione → 3-[(4-Aminophenyl)methyl]imidazolidine-2,4-dione

HRID 2270106
Notes
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Reaction equation

HRID 2270106 reaction equation
[N+:1]([C:4]1[CH:17]=[CH:16][C:7]([CH2:8][N:9]2[C:13](=[O:14])[CH2:12][NH:11][C:10]2=[O:15])=[CH:6][CH:5]=1)([O-])=O>CO.[Pd].[H][H]>[NH2:1][C:4]1[CH:17]=[CH:16][C:7]([CH2:8][N:9]2[C:13](=[O:14])[CH2:12][NH:11][C:10]2=[O:15])=[CH:6][CH:5]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 1

HCID 107522073-(4-Nitrobenzyl)imidazolidine-2,4-dione

Product 1

HCID 106558433-[(4-Aminophenyl)methyl]imidazolidine-2,4-dione

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 23938PalladiumSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

The 3-(4-nitrobenzyl)hydantoin derivative as dissolved in methanol (about 10 ml per mmol of hydantoin derivative) and hydrogenated with palladium/carbon in a hydrogen atmosphere until reaction was complete. The catalyst was filtered off and the solvent was removed on a rotary evaporator. The 3-(4-aminobenzyl)hydantoin derivative was obtained.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent was removed on a rotary evaporator

Sources & evidence

ORD record
ord-c31f846a3aad43c1a475eae085db9853
Source dataset
uspto-grants-2001_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06331552B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes