Hydrochloric Acid → HCID 178498899, compound

HRID 846896Notes

Reaction equation

HRID 846896 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]2[N:12]=[CH:13][C:14]([C:15]([O:17][CH3:18])=[O:16])=[C:4]2[N:3]=1.O.[SH2:20].[Na].Cl>O>[SH:20][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]2[N:12]=[CH:13][C:14]([C:15]([O:17][CH3:18])=[O:16])=[C:4]2[N:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 19022408HCID 19022408, compoundHCID 53442613Sodium hydrogen sulfide hydrate

Product 1

HCID 178498899HCID 178498899, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2.30 g of methyl 5-chloro-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine-3-carboxylate and 2.0 g of sodium hydrogen sulphide monohydrate in 60 ml of water was stirred at 60° for 1 hour. The reaction mixture was cooled, acidified with hydrochloric acid and extracted with ethyl acetate. The organic phase was washed with saturated sodium chloride solution, dried over sodium sulphate and concentrated in a vacuum until crystallization occurred. Petroleum ether was added and the solid product was filtered off under suction. There was obtained methyl 5-mercapto-7-(trifluoromethyl)pyrazolo[1,5-a]-pyrimidine-3-carboxylate.

Workup

  1. temperatureThe reaction mixture was cooled
  2. extractionextracted with ethyl acetate
  3. washThe organic phase was washed with saturated sodium chloride solution
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated in a vacuum until crystallization
  6. additionPetroleum ether was added
  7. filtrationthe solid product was filtered off under suction

Sources & evidence

ORD record
ord-298181f4da27400599cf8681cd2d1f62
Source dataset
uspto-grants-1992_08
Patent number
US05138066

Reaction notes

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