Hydrochloric Acid → HCID 19419825, compound

HRID 375950Notes

Reaction equation

HRID 375950 reaction equation
[Cl: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+].Cl>CO.O>[Cl: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

6

Reactant 3

HCID 313Hydrochloric AcidHCID 10942334Sodium MethoxideHCID 15376209HCID 15376209, compound

Product 1

HCID 19419825HCID 19419825, compoundYield 77.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 962WaterSolvent

Procedure

8-Chloro-5-methoxy-1,2,4-triazolo[4,3-c]-pyrimidine-3(2H)-thione (0.215 g, 1.00 mmol) was mixed with 2.0 g of dry methanol and to this mixture was added, in increments with stirring at ambient temperature, 0.26 g (1.2 mmol) of commercial 25 percent sodium methoxide in methanol. After a 35-min reaction period, the mixture was acidified with aqueous hydrochloric acid and diluted with water. The precipitate that formed was recovered by filtration and dried to obtain 0.168 g of the title compound in 97 percent purity as determined by HPLC (76 percent of theory) as a cream colored solid. The compound can be recrystallized from a mixture of methanol and water; it decomposes, but does not melt up to 250° C.

Workup

  1. additionwas added, in increments
  2. customAfter a 35-min reaction period
  3. customThe precipitate that formed
  4. filtrationwas recovered by filtration
  5. customdried

Sources & evidence

ORD record
ord-5a3e8c547d1d4369b85f2faeee58546c
Source dataset
uspto-grants-1996_01
Patent number
US05488109

Reaction notes

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