反应 #1884950

ord-b722c55349404530850dc330961f8ec3

反应方程式

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

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

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

实验过程

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).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08343457B2uspto-grants-2013_01