Reaction #1519109

Reaction equation

sodium hydride

2-cyanopyridine

urea

sulfuric acid

→

4,6-di-pyrid-2-yl-[1,3,5]triazin-2-ol

Solvents

dimethyl sulfoxide

Conditions

Workup

1. 1
   Temperatureheated at 75° C. for 23 hours
2. 2
   Temperaturecooled
3. 3
   Filtrationthe crude product is filtered off
4. 4
   Otherrecrystallised from 55 ml of methanol

Procedure

1.0 g (approximately 60% dispersion in paraffin oil, about 25 mmol) of sodium hydride is added in portions to a solution of 5.21 g (50 mmol) of 2-cyanopyridine and 1.50 g (25 mmol) of urea in 100 ml of dimethyl sulfoxide. The resulting suspension is maintained at room temperature for 3 hours and then heated at 75° C. for 23 hours, cooled and poured into 100 ml of ice-water. The mixture is rendered neutral with 2N sulfuric acid, and the crude product is filtered off and recrystallised from 55 ml of methanol, yielding 4,6-di-pyrid-2-yl-[1,3,5]triazin-2-ol in the form of a white solid.

Source