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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 876901Generated: October 28, 2026

Methylhydrazine → 5-amino-1,3-dimethyl-1H-pyrazole-4-carbonitrile

https://huagongshe.com/reaction/876901

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylhydrazineHCID 6061—
Reactant(1-Ethoxyethylidene)malononitrileHCID 79450—
SolventEthanolHCID 702—
Product5-amino-1,3-dimethyl-1H-pyrazole-4-carbonitrileHCID 21987068%

Reaction Steps

2-(1-Ethoxy-ethylidene)-malononitrile 1a (10 g, 73.45 mmol) was added portionwise to a mixture of N-methylhydrazine (1 equiv., 3.88 ml) in ethanol (50 ml) and the reaction mixture was refluxed for 1 hour, cooled to room temperature, precipitate filtered, washed with ethanol and dried to give 5-amino-1,3-dimethyl-1H-pyrazole-4-carbonitrile 2a as white crystalline solid (9.85 g, 68%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987280B2
Source datasetuspto-grants-2015_03
ORD IDord-5532ff4f93b94d5babb9eaddcfdd84b4
Source noteuspto-grants-2015_03