HCID 14590595, compound → HCID 14590611, compound

HRID 1153849Notes

Reaction equation

HRID 1153849 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[C:4]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][C:14]=2[N+:23]([O-])=O)=[N:3]1>C(OCC)(=O)C.C(O)C.[Pd]>[NH2:23][C:14]1[CH:15]=[C:16]([C:19]([F:21])([F:22])[F:20])[CH:17]=[CH:18][C:13]=1[NH:12][C:4]1[C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[CH:6][N:2]([CH3:1])[N:3]=1

Participants

5

Reactant 1

HCID 14590595HCID 14590595, compound

Product 1

HCID 14590611HCID 14590611, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

Ethyl 1-methyl-3-(2-nitro-4-trifluoromethylanilino)pyrazole-4-carboxylate (9.2 g) was hydrogenated at 60 p.s.i. in a mixture of ethyl acetate (200 ml) and ethanol (50 ml) over 10% palladium on charcoal (1.0 g). The catalyst was removed by filtration, the solvent evaporated and the residue crystallised from carbon tetrachloride to give the title compound m.p. 162° C.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent evaporated
  3. customthe residue crystallised from carbon tetrachloride

Sources & evidence

ORD record
ord-03d2c4ab64374cecb76dc77480b8f106
Source dataset
uspto-grants-1984_12
Patent number
US04486591

Reaction notes

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