Réaction #40910

ord-caab6c8690124ab0a60e8c9035a4719f

Équation de réaction

NC(=O)c1cccc([N+](=O)[O-])c1N
2-Amino-3-nitrobenzamide
O=C1CCC(=O)N1Cl
N-chlorosuccinimide
→
NC(=O)c1cc(Cl)cc([N+](=O)[O-])c1N
title compound
Rendement 84.0%
NC(=O)c1cc(Cl)cc([N+](=O)[O-])c1N
2-amino-5-chloro-3-nitrobenzamide
Rendement 84.0%

Réactifs

NC(=O)c1cccc([N+](=O)[O-])c1N
2-Amino-3-nitrobenzamide
O=C1CCC(=O)N1Cl
N-chlorosuccinimide

Réactifs

Aucun

Solvants

CC#N
acetonitrile

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Filtrationfiltered
  2. 2
    LavageThe filter cake was washed with acetonitrile
  3. 3
    Autredried

Mode opératoire

2-Amino-3-nitrobenzamide (4.0 g) in warm anhydrous acetonitrile (1.25 L) was treated with N-chlorosuccinimide (3.1 g) at 60° C. under nitrogen for 20 hours. The mixture was allowed to cool to room temperature and filtered. The filter cake was washed with acetonitrile and dried to provide the title compound (3.98 g, 84%). MS (DCI/NH3) m/z 216 (M+H)+.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07728026B2uspto-grants-2010_06