反应 #1880984

反应方程式

5-fluoro-2-nitrobenzoic acid

2-amino-5-chloropyridine

phosphorous oxychloride

→

N-(5-chloro-2-pyridinyl)-(2-nitro)-5-fluorophenylcarboxamide

收率 72.0%

溶剂

pyridine

反应条件

后处理

1. 1
   其他The volatile was evaporated
2. 2
   workup.DISSOLUTIONthe residue was redissolved into EtOAc
3. 3
   洗涤washed with 1N HCl, saturated aqueous NaHCO3 and saturated aqueous NaCl
4. 4
   干燥The organic layer was dried over Na2SO4
5. 5
   过滤filtered
6. 6
   其他evaporated
7. 7
   其他The product was triturated with diethyl ether

实验过程

A solution of 5-fluoro-2-nitrobenzoic acid (10.0 g, 54 mmol, 1.0 equiv.), 2-amino-5-chloropyridine (9.02 g, 1.3 equiv.), in 80 mL of pyridine was treated with phosphorous oxychloride (25.3 g, 3.0 equiv.) for 30 minutes. The volatile was evaporated and the residue was redissolved into EtOAc, washed with 1N HCl, saturated aqueous NaHCO3 and saturated aqueous NaCl. The organic layer was dried over Na2SO4, filtered, and evaporated. The product was triturated with diethyl ether to give N-(5-chloro-2-pyridinyl)-(2-nitro)-5-fluorophenylcarboxamide (11.5 g, 72%). MS found for C12H7ClFN3O'(M+H)+: 296, (M+2+H): 298.

来源