Ammonium Hydroxide → 5-ethyl-1-methyl-1H-pyrazole-3-carboxamide

Reaction equation

[CH2:1]([C:3]1[N:7]([CH3:8])[N:6]=[C:5]([C:9]([O:11]CC)=O)[CH:4]=1)[CH3:2].[OH-].[NH4+:15]>>[CH2:1]([C:3]1[N:7]([CH3:8])[N:6]=[C:5]([C:9]([NH2:15])=[O:11])[CH:4]=1)[CH3:2]

Participants

Reactant 2

HCID 14923Ammonium Hydroxide

HCID 22145397Ethyl 5-ethyl-1-methyl-1H-pyrazole-3-carboxylate

Product 1

HCID 669585825-ethyl-1-methyl-1H-pyrazole-3-carboxamide

Procedure

A mixture of ethyl 5-ethyl-1-methyl-1H-pyrazole-3-carboxylate (5.03 g, 27.6 mmol) and ammonium hydroxide (28 mL of 30%) was stirred for 18 hours at ambient temperature. A precipitate formed, was isolated by filtration, and washed with cold hexanes to provide 2.60 g of 5-ethyl-1-methyl-1H-pyrazole-3-carboxamide as a white solid, mp 170-172° C.

Workup

customA precipitate formed
customwas isolated by filtration
washwashed with cold hexanes

Sources & evidence

ORD record: ord-46e51a4bd52d47d1bc1fcad4027ee9c9
Source dataset: uspto-grants-2009_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07544697B2

Reaction notes

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