Reaktion #89908

ord-fc159f7e15dc4e17a0f43b00764ca618

Reaktionsgleichung

COc1ccc(N)c(C(N)=O)c1
2-amino-5-methoxybenzamide
c1ccncc1
pyridine
O=C(Cl)c1cccc([N+](=O)[O-])c1
3-nitrobenzoyl chloride
COc1ccc(NC(=O)c2cccc([N+](=O)[O-])c2)c(C(N)=O)c1
5-Methoxy-2-(3-nitrobenzoyl)aminobenzamide
Ausbeute 133.6%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe volatiles were removed in vacuo
  2. 2
    Waschenthe resultant solid was washed with Et2O

Vorschrift

To a suspension of 2-amino-5-methoxybenzamide (2.42 g, 14.6 mmol) and pyridine (6 mL) in CHCl3 (120 mL) was added 3-nitrobenzoyl chloride (3.0 g, 16.1 mmol). The resulting mixture was stirred at RT for 6 h. The volatiles were removed in vacuo and the resultant solid was washed with Et2O to give the 5-Methoxy-2-(3-nitrobenzoyl)aminobenzamide (6.15 g) which was taken directly on to the next step. HPLC retention time 6.58 mins.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09440961B2uspto-grants-2016_09