Phosphorus oxychloride → 1,5-diethyl-1H-pyrazole-3-carbonitrile

HRID 2283744Notes

Reaction equation

HRID 2283744 reaction equation
[CH2:1]([N:3]1[C:7]([CH2:8][CH3:9])=[CH:6][C:5]([C:10]([NH2:12])=O)=[N:4]1)[CH3:2].P(Cl)(Cl)(Cl)=O>>[CH2:1]([N:3]1[C:7]([CH2:8][CH3:9])=[CH:6][C:5]([C:10]#[N:12])=[N:4]1)[CH3:2]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 669585351,5-diethyl-1H-pyrazole-3-carboxamide

Product 1

HCID 669583001,5-diethyl-1H-pyrazole-3-carbonitrileYield 101.9%

Procedure

1,5-Diethyl-1H-pyrazole-3-carboxamide (8.3 g, 0.050 mol) was treated with phosphorous oxychloride (35 mL) according to the method described in Part C of Example 7. The reaction was heated for 2.5 hours to provide 7.6 g of 1,5-diethyl-1H-pyrazole-3-carbonitrile as a yellow oil, which was used without purification.

Workup

  1. temperatureThe reaction was heated for 2.5 hours

Sources & evidence

ORD record
ord-3fe8159fd0af4a5aae9905aaad922811
Source dataset
uspto-grants-2015_09
Patent number
US09145410B2

Reaction notes

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