Sodium Carbonate → N-(3-hydroxypyridin-4-yl)-5-nitrothiophene-2-carboxamide

Participants

Reaction Conditions

Reaction Steps

A solution of 5-nitrothiophene-2carboxylic acid (5.0 g, 28.9 mmol) and SOCl2 (40 mL) was refluxed for 2 hrs. The solvent was removed in vacuo followed by addition of 4-amino-3-hydroxypyridine (2.65 g, 24.1 mmol) in pyridine (150 mL). The mixture was stirred at 10° C. overnight. Na2CO3 (1.53 g, 14.5 mmol) in water (100 mL) was added and stirred for 1 hr followed by adding AcOH to adjust pH=7. The precipitate was collected by filtration, washed with 10% AcOH (30 mL×2) and dried to give N-(3-hydroxypyridin-4-yl)-5-nitrothiophene-2-carboxamide as a yellow powder (5.0 g, yield 78%).

Provenance & Evidence