4-amino-N-(3,4-dimethylphenyl)-3-nitrobenzamide → HCID 66965643, compound

HRID 1514980Notes

Reaction equation

HRID 1514980 reaction equation
[NH2:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([CH3:15])=[C:11]([CH3:16])[CH:10]=2)=[O:7])=[CH:4][C:3]=1[N+:19]([O-])=O>CCO.O=[Pt]=O>[NH2:19][C:3]1[CH:4]=[C:5]([CH:17]=[CH:18][C:2]=1[NH2:1])[C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[C:11]([CH3:16])[CH:10]=1)=[O:7]

Participants

4

Reactant 1

HCID 87439264-amino-N-(3,4-dimethylphenyl)-3-nitrobenzamide

Product 1

HCID 66965643HCID 66965643, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

A solution of 4-amino-N-(3,4-dimethylphenyl)-3-nitro-benzamide (2.0 g) in EtOH (40 mL) was hydrogenated at 1 atm over PtO2 (200 mg, 10% w) for 18 hrs. The catalyst was filtered through Celite and the solvent was removed under reduced pressure to afford 3,4-diamino-N-(3,4-dimethylphenyl)-benzamide as a yellow solid. MS (ESI)m/z 256 (M+H).

Workup

  1. filtrationThe catalyst was filtered through Celite
  2. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-cc3c84a6526849fe929ea89825ac959b
Source dataset
uspto-grants-2012_07
Patent number
US08222248B2

Reaction notes

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