Ammonium Hydroxide → 1,5-diethyl-1H-pyrazole-3-carboxamide
Reaction equation
[CH2:1]([N:3]1[C:7]([CH2:8][CH3:9])=[CH:6][C:5]([C:10]([O:12]CC)=O)=[N:4]1)[CH3:2].[OH-].[NH4+:16]>>[CH2:1]([N:3]1[C:7]([CH2:8][CH3:9])=[CH:6][C:5]([C:10]([NH2:16])=[O:12])=[N:4]1)[CH3:2]Participants
3
Procedure
A mixture of ethyl 1,5-diethyl-1H-pyrazole-3-carboxylate (29.4 g, 0.50 mol) and ammonium hydroxide (150 mL of 30%) was stirred overnight at ambient temperature. An analysis by thin layer chromatography (TLC) indicated the reaction was incomplete. The reaction was then heated for 14 hours at 125° C. in a pressure vessel, allowed to cool to ambient temperature, and cooled to 0° C. A precipitate formed, was isolated by filtration, and washed with cold hexanes to provide 8.3 g of 1,5-diethyl-1H-pyrazole-3-carboxamide as a white solid, mp 129-131° C.
Workup
- temperatureThe reaction was then heated for 14 hours at 125° C. in a pressure vessel
- temperatureto cool to ambient temperature
- temperaturecooled to 0° C