5-methyl-3-(4-methyl-3-nitro-phenyl)-1H-pyrazole → HCID 178422679, compound

HRID 2088459Notes

Reaction equation

HRID 2088459 reaction equation
[CH3:1][C:2]1[NH:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][C:10]([CH3:13])=[C:9]([N+:14]([O-])=O)[CH:8]=2)[CH:3]=1>[Pd]>[CH3:13][C:10]1[CH:11]=[CH:12][C:7]([C:4]2[NH:5][N:6]=[C:2]([CH3:1])[CH:3]=2)=[CH:8][C:9]=1[NH2:14]

Participants

3

Reactant 1

HCID 593775315-methyl-3-(4-methyl-3-nitro-phenyl)-1H-pyrazole

Product 1

HCID 178422679HCID 178422679, compoundYield 5.9%

Reagents, catalysts & solvents 1

HCID 23938PalladiumSolvent

Procedure

5-Methyl-3-(4-methyl-3-nitro-phenyl)-1H-pyrazole (8.2 g) was dissolved in ethanoland Palladium (10%) on activated carbon was added. The mixture was subject to barometric hydrogenation under balloon pressure for five hours at room temperature. The mixture was filtered and the filtrate was concentrated under reduced pressure to give 414 mg of crude 2-methyl-5-(5-methyl-2H-pyrazol-3-yl)-phenylamine as a white solid, which was used directly without further purification.

Workup

  1. additionwas added
  2. filtrationThe mixture was filtered
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-9ed1ee91447746b184011b10931d4d4b
Source dataset
uspto-grants-2013_05
Patent number
US08435990B2

Reaction notes

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