反応 #1772006

ord-ffb4aacb7fa541ef834426a7624ca2f7

反応方程式

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

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他the precipitate was collected with filtrate under vacuum pressure
  2. 2
    洗浄washed with 5% sodium bicarbonate (2×10 ml)
  3. 3
    その他The product was used in the next step without further purification

実験手順

p-Anisidine (1.0 g, 8.1 mmol) was dissolved in anhydrous pyridine (15 ml), 4-nitrobenzoyl chloride (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 was used in the next step without further purification. 1HNMR (300 MHz, DMSO-d6) δ: 10.46 (s, 1H, NH), 8.37 (d, J=5.5 Hz, 2H, H-3′,5′), 8.17 (d, J=6.3 Hz, 2H, H-2′,6′), 7.48 (d, J=6.6 Hz, 2H), 6.97 (d, J=6.5 Hz, 2H), 3.75 (s, 3H, MeO).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08147798B2uspto-grants-2012_04