반응 #40445

반응 방정식

5-fluoro-2-nitrobenzoic acid

2-amino-5-bromopyridine

phosphorous oxychloride

→

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

수율 68.1%

용매

pyridine

반응 조건

후처리

1. 1
   기타The volatile was evaporated
2. 2
   workup.DISSOLUTIONthe residue was redissolved into EtOAc
3. 3
   세척, washed with 1N HCl, saturated aqueous NaHCO3 and saturated aqueous NaCl
4. 4
   건조The organic layer was dried over Na2SO4
5. 5
   여과filtered
6. 6
   기타evaporated
7. 7
   기타The volatile was evaporated
8. 8
   기타the product was triturated with diethyl ether

실험 절차

A solution of 5-fluoro-2-nitrobenzoic acid (10.0 g, 54 mmol, 1.0 equiv), 2-amino-5-bromopyridine (12.2 g, 1.3 equiv), in 80 mL of pyridine was treated with phosphorous oxychloride (25.3 g, 3.0 equiv) for 30 min. 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 volatile was evaporated, and the product was triturated with diethyl ether to give N-(5-bromo-2-pyridinyl)-(2-nitro)-5-fluorophenylcarboxamide (12.5 g, 68%). MS found for C12H7BrFN3O3 (M+H)+: 340, 342.

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