Ammonia → 5-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxamide

HRID 1645385Notes

Reaction equation

HRID 1645385 reaction equation
[F:1][C:2]1[N:6]([CH3:7])[N:5]=[C:4]([CH3:8])[C:3]=1[C:9](Cl)=[O:10].[NH3:12].C([O-])([O-])=O.[K+].[K+].[Cl-].[Na+]>C1COCC1>[F:1][C:2]1[N:6]([CH3:7])[N:5]=[C:4]([CH3:8])[C:3]=1[C:9]([NH2:12])=[O:10]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 5234Sodium ChlorideHCID 11430Potassium CarbonateHCID 108668795-Fluoro-1,3-dimethyl-1H-pyrazole-4-carbonyl chloride

Product 1

HCID 112981065-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

19.9 g of 5-fluoro-1,3-dimethyl-1H-pyrazole-4-carbonyl chloride are added dropwise at 20-35° C. to a mixture of 35 g of 25 percent aqueous ammonia and 170 ml of THF. After stirring for 4 h, the organic solvent fraction is concentrated by evaporation under reduced pressure and 0.2 mol of potash and sodium chloride are added to saturation. After extracting four times with ethyl acetate and concentrating the combined organic phases by evaporation under reduced pressure, 16.6 g of a yellow solid are obtained.

Workup

  1. additionare added to saturation
  2. extractionAfter extracting four times with ethyl acetate
  3. concentrationconcentrating the combined organic phases
  4. customby evaporation under reduced pressure, 16.6 g of a yellow solid
  5. customare obtained

Sources & evidence

ORD record
ord-f968f411b7254d38ac2f90d91a6a8759
Source dataset
uspto-grants-2012_02
Patent number
US08124786B2

Reaction notes

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