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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2413084Generated: November 1, 2026

2-(Ethoxymethylene)propanedinitrile → 5-amino-1-(2,3,4-trichlorophenyl)-1H-pyrazole-4-carbonitrile

https://huagongshe.com/reaction/2413084

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Ethoxymethylene)propanedinitrileHCID 67152—
Reactant2,3,4-TrichlorophenylhydrazineHCID 12952994—
SolventWaterHCID 962—
Solvent1-EthoxyethanolHCID 10129898—
Product5-amino-1-(2,3,4-trichlorophenyl)-1H-pyrazole-4-carbonitrileHCID 301890152.2%

Reaction Steps

2,3,4-Trichlorophenylhydrazine (21.15 g) and ethoxymethylenemalononitrile (12.8 g) in ethoxyethanol (100 ml) were heated at reflux for one hour. The solution was then cooled and diluted with water. The sticky solid precipitate thus obtained was crystallized from toluene (48 ml) to give 5-amino-4-cyano-1-(2,3,4-trichlorophenyl)pyrazole (15 g), m.p. 154°-156° C., in the form of off-white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04496390
Source datasetuspto-grants-1985_01
ORD IDord-b5e57a8ee485449bb56c7368f6336246
Source noteuspto-grants-1985_01