Sulfuric Acid → HCID 178513826, compound

HRID 392327Notes

Reaction equation

HRID 392327 reaction equation
S(=O)(=O)(O)O.[OH:6][C:7]1[C:8]([C:13]([NH2:15])=[O:14])=[N:9][CH:10]=[CH:11][N:12]=1.[N+:16]([O-])([O-:18])=[O:17].[K+].[OH-].[Na+]>O>[OH:6][C:7]1[C:8]([C:13]([NH2:15])=[O:14])=[N:9][C:10]([N+:16]([O-:18])=[O:17])=[CH:11][N:12]=1

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 24434Potassium NitrateHCID 178513804HCID 178513804, compound

Product 1

HCID 178513826HCID 178513826, compoundYield 65.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Into 1.2 L of 97% sulfuric acid was added and dissolved 208.0 g of 3-hydroxy-2-pyrazinecarboxamide, while keeping the solution at 10-25° C. by cooling it with ice. To the solution thus obtained was added 185.0 g of potassium nitrate at 30-35° C., and the mixture thus obtained was stirred at room temperature for 15 hours and then at 40° C. for 2 hours. After cooling the reaction mixture to 20° C., it was poured into 6 L of ice water and stirred at room temperature for one hour, and the deposited matter was collected by filtration and washed with two 500 mL portions of water. The solid product thus obtained was suspended in 1 L of water, pH was adjusted to 1.5 with 5 mol/L aqueous solution of sodium hydroxide, and then the solid matter was collected by filtration. The solid was washed successively with 500 mL of water and 500 mL of acetone to obtain 180.0 g of 3-hydroxy-6-nitro-2-pyrazinecarboxamide as a solid product.

Workup

  1. customat 10-25° C.
  2. temperatureby cooling it with ice
  3. customTo the solution thus obtained
  4. customthe mixture thus obtained
  5. waitat 40° C. for 2 hours
  6. temperatureAfter cooling the reaction mixture to 20° C.
  7. stirringstirred at room temperature for one hour
  8. filtrationthe deposited matter was collected by filtration
  9. washwashed with two 500 mL portions of water
  10. customThe solid product thus obtained
  11. filtrationthe solid matter was collected by filtration
  12. washThe solid was washed successively with 500 mL of water and 500 mL of acetone

Sources & evidence

ORD record
ord-1d87318ce02f435b8b746fab9ce21ee9
Source dataset
uspto-grants-2004_10
Patent number
US06800629B2

Reaction notes

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