Hydrochloric Acid → 1,5-Dimethyl-1H-pyrazol-4-amine--hydrogen chloride (1/1)

HRID 1478081Notes

Reaction equation

HRID 1478081 reaction equation
[CH3:1][N:2]1[C:6]([CH3:7])=[C:5]([N+:8]([O-])=O)[CH:4]=[N:3]1.[ClH:11]>CO.[Pd]>[ClH:11].[CH3:1][N:2]1[C:6]([CH3:7])=[C:5]([NH2:8])[CH:4]=[N:3]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 5446471,5-Dimethyl-4-nitro-1H-pyrazole

Product 1

HCID 467370451,5-Dimethyl-1H-pyrazol-4-amine--hydrogen chloride (1/1)Yield 95.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 1,5-dimethyl-4-nitro-1H-pyrazole (1.01 g, 7.2 mmol) in MeOH (15 mL) was added Pd/C (10%, 0.20 g) and concentrated HCl (1 mL, 12 mmol) in a high pressure autoclave under 2 MPa H2. The reaction mixture was stirred at rt overnight and filtered. The filtrate was concentrated in vacuo to give the title compound as brown oil (763.0 mg, 95.9%).

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-f96b53df3c6c4c8ca842c1e02b33532e
Source dataset
uspto-grants-2016_08
Patent number
US09403801B2

Reaction notes

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