Reaction #792150

Reaction equation

2-nitrobenzamide

3-Methyl-N-(1-methylethyl)-2-nitrobenzamide

hydrogen

→

title compound

Yield 96.5%

2-Amino-3-methyl-N-(1-methylethyl)benzamide

Yield 96.5%

Solvents

ethanol

Conditions

Workup

1. 1
   Filtrationwas filtered through Celite® diatomaceous filter aid
2. 2
   Washthe Celite® was washed with ether
3. 3
   OtherThe filtrate was evaporated under reduced pressure

Procedure

The 2-nitrobenzamide of Step A (1.70 g, 7.6 mmol) was hydrogenated over 5% Pd/C in 40 mL of ethanol at 50 psi. When the uptake of hydrogen ceased the reaction was filtered through Celite® diatomaceous filter aid and the Celite® was washed with ether. The filtrate was evaporated under reduced pressure to afford 1.41 g of the title compound as a solid melting at 149-151° C.

Source