تفاعل #1772006

ord-ffb4aacb7fa541ef834426a7624ca2f7

معادلة التفاعل

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

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08147798B2uspto-grants-2012_04