Reaction #985258

ord-18a37443097f452ab3c1bde0960cabe0

Reaction equation

COc1ccc(N)cc1
p-Anisidine
c1ccncc1
pyridine
O=C(Cl)c1ccc([N+](=O)[O-])cc1
4-nitrobenzoyl chloride
O
water
COc1ccc(C(=O)Nc2ccc([N+](=O)[O-])cc2)cc1
4-Methoxy-4′-nitrobenzanilide

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherthe precipitate was collected with filtrate under vacuum pressure
  2. 2
    Washwashed with 5% sodium bicarbonate (2×10 ml)
  3. 3
    OtherThe product 3 was used in the next step without further purification

Procedure

p-Anisidine 1 (1.0 g, 8.1 mmol) was dissolved in anhydrous pyridine (15 ml), 4-nitrobenzoyl chloride 2 (1.5 g, 8.1 mmol) was added. The reaction mixture was allowed to stand at room temperature for 16 hrs. The reaction mixture was poured into water and the precipitate was collected with filtrate under vacuum pressure and washed with 5% sodium bicarbonate (2×10 ml). The product 3 was used in the next step without further purification.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07351401B2uspto-grants-2008_04