Sodium Methoxide → HCID 15790247, compound

HRID 375948Notes

Reaction equation

HRID 375948 reaction equation
[F:1][C:2]1[C:3]2[N:4]([C:10](=[S:13])[NH:11][N:12]=2)[C:5]([O:8][CH3:9])=[N:6][CH:7]=1.C[O-].[Na+]>CO.O>[F:1][C:2]1[C:3]2[N:12]([NH:11][C:10](=[S:13])[N:4]=2)[C:5]([O:8][CH3:9])=[N:6][CH:7]=1

Participants

5

Reactant 2

HCID 10942334Sodium MethoxideHCID 15790246HCID 15790246, compound

Product 1

HCID 15790247HCID 15790247, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 962WaterSolvent

Procedure

A mixture of 10.01 g (0.050 mol) of 8-fluoro-5-methoxy-1,2,4-triazolo[4,3-c]pyrimidine-3(2H)-thione in 8.6 g of methanol was prepared and cooled with an ice water bath. Sodium methoxide in methanol (32.4 g of 25 percent, 0.15 mol) was added under nitrogen with stirring and cooling. After 2.5 hours, 25.6 mL of ice cold 6.25N aqueous hydrochloric acid was added with stirring to the thick slurry obtained. The resulting mixture was diluted with a little water and the solids were recovered by vacuum filtration and dried under reduced pressure to obtain 8.26 g (83 percent of theory) of the title compound as a colorless powder. The compound melts at 155°-160° C. and then resolidifies and does not remelt up to 230° C.

Workup

  1. customwas prepared
  2. temperaturecooled with an ice water bath
  3. temperaturecooling
  4. stirringwith stirring to the thick slurry
  5. customobtained
  6. filtrationthe solids were recovered by vacuum filtration
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-a446eca4caf340d7b173d30aa5f588af
Source dataset
uspto-grants-1996_01
Patent number
US05488109

Reaction notes

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