Reaktion #40910

ord-caab6c8690124ab0a60e8c9035a4719f

Reaktionsgleichung

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
Ausbeute 84.0%
NC(=O)c1cc(Cl)cc([N+](=O)[O-])c1N
2-amino-5-chloro-3-nitrobenzamide
Ausbeute 84.0%

Edukte

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

Reagenzien

Keine

Lösungsmittel

CC#N
acetonitrile

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Filtrationfiltered
  2. 2
    WaschenThe filter cake was washed with acetonitrile
  3. 3
    Sonstigedried

Vorschrift

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)+.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07728026B2uspto-grants-2010_06