反応 #40406

反応方程式

3,4,5-trimethoxy-2-nitrobenzoic acid

oxalyl chloride

2-amino-5-bromopyridine

pyridine

→

N-(5-bromo(2-pyridyl))(3,4,5-trimethoxy-2-nitrophenyl)carboxamide

収率 98.3%

溶媒

dichloromethane

反応条件

後処理

1. 1
   その他After the evaporation of the solvent
2. 2
   workup.DISSOLUTIONthe residue was dissolved in dichloromethane (5 ml)
3. 3
   workup.STIRRINGThe mixture was stirred at r.t. overnight
4. 4
   その他After the evaporation of the solvent
5. 5
   その他the crude residue was purified by silica gel column chromatography

実験手順

To a solution of 3,4,5-trimethoxy-2-nitrobenzoic acid (0.5 g, 1.95 mmol) in dichloromethane (5 ml) was added oxalyl chloride (0.34 ml, 3.9 mmol) and a few drops of dimethylformamide. The mixture was stirred at r.t. for 2 hrs. After the evaporation of the solvent, the residue was dissolved in dichloromethane (5 ml). 2-amino-5-bromopyridine (0.81 g, 4.7 mmol) and pyridine (0.94 ml, 11.7 mmol) were added to the solution. The mixture was stirred at r.t. overnight. After the evaporation of the solvent, the crude residue was purified by silica gel column chromatography using solvent system 25% ethyl acetate in hexane as eluent to give N-(5-bromo(2-pyridyl))(3,4,5-trimethoxy-2-nitrophenyl)carboxamide as a solid (790 mg, 98%). MS found for C15H14BrN3O6 M+=412, (M+2)+=414.

出典