N,N,3-trimethyl-4-nitrobenzamide → 4-amino-N,N,3-trimethylbenzamide

HRID 39338

Reaction equation

HRID 39338 reaction equation
[CH3:1][N:2]([CH3:15])[C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-])=O)=[C:6]([CH3:13])[CH:5]=1>CO>[NH2:10][C:7]1[CH:8]=[CH:9][C:4]([C:3]([N:2]([CH3:15])[CH3:1])=[O:14])=[CH:5][C:6]=1[CH3:13]

Participants

3

Reactant 1

HCID 786992N,N,3-trimethyl-4-nitrobenzamide

Product 1

HCID 167817704-amino-N,N,3-trimethylbenzamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N,N,3-trimethyl-4-nitrobenzamide (0.6 g, 2.88 mmol) in methanol was hydrogenated using the H-cube apparatus (1.2 mL/min, RT, atmospheric pressure). After 45 minutes the reaction was complete. Removal of the solvent in vacuo gave 4-amino-N,N,3-trimethylbenzamide as a colourless solid (quantitative); MS (ES+) 179.

Workup

  1. customthe H-cube apparatus (1.2 mL/min, RT, atmospheric pressure)
  2. customRemoval of the solvent in vacuo

Sources & evidence

ORD record
ord-3fa264f9a8bd4375af3bdd364a61e69a
Source dataset
uspto-grants-2013_09
Patent number
US08524902B2

Linked notes

Loading…