4-amino-N-(4-tert-butylphenyl)-3-nitrobenzamide → 3,4-diamino-N-(4-tert-butylphenyl)-benzamide

HRID 1515031Notes

Reaction equation

HRID 1515031 reaction equation
[NH2:1][C:2]1[CH:20]=[CH:19][C:5]([C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]([CH3:18])([CH3:17])[CH3:16])=[CH:11][CH:10]=2)=[O:7])=[CH:4][C:3]=1[N+:21]([O-])=O>[Pt].C(OCC)(=O)C.C(O)C>[NH2:21][C:3]1[CH:4]=[C:5]([CH:19]=[CH:20][C:2]=1[NH2:1])[C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]([CH3:18])([CH3:17])[CH3:16])=[CH:11][CH:10]=1)=[O:7]

Participants

4

Reactant 1

HCID 87798564-amino-N-(4-tert-butylphenyl)-3-nitrobenzamide

Product 1

HCID 669661113,4-diamino-N-(4-tert-butylphenyl)-benzamide

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 21584252Ethanol ethylacetateSolvent

Procedure

A mixture of 4-amino-N-(4-tert-butylphenyl)-3-nitrobenzamide from the previous step and 100 mg of 5% platinum on carbon in 50 mL of 1:1 ethyl acetate/ethanol was reduced under a hydrogen balloon. The reaction was filtered through Celite to remove catalyst and the solvent was removed under reduced pressure to afford 3,4-diamino-N-(4-tert-butylphenyl)-benzamide.

Workup

  1. filtrationThe reaction was filtered through Celite
  2. customto remove catalyst
  3. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-fb2cdefe1a4e4388b259a9679c5c2a4f
Source dataset
uspto-grants-2012_07
Patent number
US08222248B2

Reaction notes

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