Dimethyl Sulfate → HCID 23042754, compound

HRID 2291224Notes

Reaction equation

HRID 2291224 reaction equation
S([O:6][CH3:7])(OC)(=O)=O.[NH2:8][C:9]1[C:10](=O)[NH:11][C:12]([CH3:15])=[CH:13][N:14]=1.[OH-].[Na+]>>[NH2:8][C:9]1[C:7](=[O:6])[N:11]([CH3:10])[C:12]([CH3:15])=[CH:13][N:14]=1

Participants

4

Reactant 3

HCID 6497Dimethyl SulfateHCID 14798Sodium HydroxideHCID 151496743-Amino-6-methylpyrazin-2(1H)-one

Product 1

HCID 23042754HCID 23042754, compoundYield 18.8%

Procedure

8.87 g of dimethyl sulfate are added dropwise to a mixture of 8.13 g of 3-amino-6-methylpyrazin-2-one and 72 ml of 1N sodium hydroxide solution at room temperature. After the mixture has been stirred at 20°-25° C. for 15 hours, the precipitate is filtered off, the filtrate is concentrated to one quarter of the volume and the concentrate is extracted with ethyl acetate. 1.7 g of 3-amino-1,6-dimethylpyrazin-2-one with a melting point of 217°-219° C. are obtained by washing with saturated sodium chloride solution, drying with sodium sulfate and concentrating the organic phase.

Workup

  1. filtrationthe precipitate is filtered off
  2. concentrationthe filtrate is concentrated to one quarter of the volume
  3. extractionthe concentrate is extracted with ethyl acetate

Sources & evidence

ORD record
ord-f9cc06ae720641baa4f21992100c082a
Source dataset
uspto-grants-1989_01
Patent number
US04795486

Reaction notes

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