1,3-Diphenyl-1H-pyrazol-5-amine → HCID 136404515, compound

HRID 1031528Notes

Reaction equation

HRID 1031528 reaction equation
[CH3:1][O:2][C:3](=[O:18])[C:4](=[CH:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-:17])=[O:16])[CH:10]=1)[C:5]([CH3:7])=O.[C:19]1([N:25]2[C:29]([NH2:30])=[CH:28][C:27]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)=[N:26]2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(O)C>[CH3:1][O:2][C:3]([C:4]1[CH:8]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-:17])=[O:16])[CH:10]=2)[C:28]2[C:27]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)=[N:26][N:25]([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)[C:29]=2[NH:30][C:5]=1[CH3:7])=[O:18]

Participants

4

Reactant 2

HCID 1999691,3-Diphenyl-1H-pyrazol-5-amineHCID 1536427Methyl 2-((3-nitrophenyl)methylene)-3-oxobutanoate

Product 1

HCID 136404515HCID 136404515, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Methyl-2-(3-nitrobenzyliden)acetoacetate is added to 1,3-diphenyl-5-pyrazolamine (0.010 mol) in ethanol (16 ml) and refluxed for 90 minutes under nitrogen. After cooling to room temperature, the solvent is evaporated under reduced pressure, the residue is taken up in ethyl ether, discarding the insolubles, and then the solvent is evaporated. Upon crystallization from methanol, the product of the title is obtained. M.p. 186°-189° C.

Workup

  1. temperaturerefluxed for 90 minutes under nitrogen
  2. customthe solvent is evaporated under reduced pressure
  3. customthe solvent is evaporated
  4. customUpon crystallization from methanol
  5. customthe product of the title is obtained

Sources & evidence

ORD record
ord-28dbfde3f5b2499c8e7b23266a256ad6
Source dataset
uspto-grants-1990_09
Patent number
US04954508

Reaction notes

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