Potassium Carbonate → HCID 12888781, compound

HRID 1153847Notes

Reaction equation

HRID 1153847 reaction equation
[NH2:1][C:2]1[C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[C:5]([CH3:12])[N:4]([CH3:13])[N:3]=1.F[C:15]1[CH:20]=[CH:19][C:18]([F:21])=[CH:17][C:16]=1[N+:22]([O-:24])=[O:23].C(=O)([O-])[O-].[K+].[K+]>CS(C)=O>[CH3:13][N:4]1[C:5]([CH3:12])=[C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[C:2]([NH:1][C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][C:16]=2[N+:22]([O-:24])=[O:23])=[N:3]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 677672,5-DifluoronitrobenzeneHCID 13031734HCID 13031734, compound

Product 1

HCID 12888781HCID 12888781, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Ethyl 3-amino-1,5-dimethylpyrazole-4-carboxylate (5.5 g), 2,5-difluoronitrobenzene (6.6 g) and anhydrous potassium carbonate (8.9 g), were stirred in dimethylsulphoxide (60 ml) under dry nitrogen at 70° C. for 20 hours. The mixture was poured on to 300 ml of ice-cold dilute hydrochloric acid, extracted with chloroform (3×), washed with water (2×), dried with magnesium sulphate and the solvent evaporated under reduced pressure. The yellow-brown residue was crystallized from ethanol to give the title compound having a m.p. of 174° C.

Workup

  1. extractionextracted with chloroform (3×)
  2. washwashed with water (2×)
  3. dry with materialdried with magnesium sulphate
  4. customthe solvent evaporated under reduced pressure
  5. customThe yellow-brown residue was crystallized from ethanol

Sources & evidence

ORD record
ord-c0cc88ffe1cb45b4b7f3be8f20faeb30
Source dataset
uspto-grants-1984_12
Patent number
US04486591

Reaction notes

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