Sulfuric Acid → HCID 178517494, compound

HRID 721992Notes

Reaction equation

HRID 721992 reaction equation
[H-].[Na+].[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][N:6]=1)#[N:4].[NH2:11][C:12]([NH2:14])=[O:13].S(=O)(=O)(O)O>CS(C)=O>[N:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=1[C:3]1[N:4]=[C:3]([C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][N:6]=2)[N:14]=[C:12]([OH:13])[N:11]=1

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 1176UreaHCID 7522Pyridine-2-carbonitrileHCID 24758Sodium hydride

Product 1

HCID 178517494HCID 178517494, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

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.

Workup

  1. temperatureheated at 75° C. for 23 hours
  2. temperaturecooled
  3. filtrationthe crude product is filtered off
  4. customrecrystallised from 55 ml of methanol

Sources & evidence

ORD record
ord-9d8cd9e9e2b94422a84bda0e42623275
Source dataset
uspto-grants-2006_11
Patent number
US07138363B2

Reaction notes

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