1,5-Dimethyl-1H-pyrazole-3-carboxamide → 1,5-dimethyl-1H-pyrazole-3-carbonitrile

HRID 1984324Notes

Reaction equation

HRID 1984324 reaction equation
[CH3:1][N:2]1[C:6]([CH3:7])=[CH:5][C:4]([C:8]([NH2:10])=O)=[N:3]1>P(Cl)(Cl)(Cl)=O>[CH3:1][N:2]1[C:6]([CH3:7])=[CH:5][C:4]([C:8]#[N:10])=[N:3]1

Participants

3

Reactant 1

HCID 179841591,5-Dimethyl-1H-pyrazole-3-carboxamide

Product 1

HCID 122118911,5-dimethyl-1H-pyrazole-3-carbonitrileYield 89.4%

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Procedure

The method described in Part E of Examples 1 through 4 was used to treat 1,5-dimethyl-1H-pyrazole-3-carboxamide (5.0 g, 36 mmol) with phosphorous oxychloride (20 mL) to afford 3.9 g of 1,5-dimethyl-1H-pyrazole-3-carbonitrile. A small portion was recrystallized from hexane to provide the following data.

Sources & evidence

ORD record
ord-cc9e00bed9c840ef9d4a4dfb3bb41681
Source dataset
uspto-grants-2009_06
Patent number
US07544697B2

Reaction notes

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