Réaction #792150

ord-6cef04bfbbb54bc49fe5e17e8e528a1e

Équation de réaction

Cc1cccc(C(=O)NC(C)C)c1[N+](=O)[O-]
2-nitrobenzamide
Cc1cccc(C(=O)NC(C)C)c1[N+](=O)[O-]
3-Methyl-N-(1-methylethyl)-2-nitrobenzamide
[H][H]
hydrogen
Cc1cccc(C(=O)NC(C)C)c1N
title compound
Rendement 96.5%
Cc1cccc(C(=O)NC(C)C)c1N
2-Amino-3-methyl-N-(1-methylethyl)benzamide
Rendement 96.5%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

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

Mode opératoire

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

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09173400B2uspto-grants-2015_11