Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2304422Generated: October 31, 2026

Malononitrile → HCID 178509183, compound

https://huagongshe.com/reaction/2304422

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalononitrileHCID 8010—
Reactant4-(Trifluoromethyl)anilineHCID 9964—
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant[4-(Trifluoromethyl)phenyl]carbonohydrazonoyl dicyanideHCID 2781638—
ProductHCID 178509183HCID 17850918350%

Reaction Conditions

Temperature75 °C

Reaction Steps

This compound was prepared using 119 mg (0.5 mmol) of 2-[(4-trifluoromethylphenyl)-hydrazono]malononitrile, which was derived from 4-(trifluoromethyl)aniline (126 μL, 1.0 mmol) and malononitrile (1.5 mmol) as described in Example 8, and hydrazine hydrate. No precipitate had formed after heating at 75° C. for 1 hr, however, analysis of the reaction solution by TLC indicated that no starting material remained. The solution was allowed to cool to room temperature and the solvent was evaporated. The residue was dissolved in ethyl acetate and then precipitated by the addition of hexanes. The resulting solid was isolated by filtration and dried to yield 67 mg (50%) of the title compound as a greenish brown solid. 1H NMR (ppm, DMSO-d6): 6.03 (br s, 2H), 6.48 (br s, 2H), 7.63 (d, 2H), 7.80 (d, 2H), 10.80 (br s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06436915B1
Source datasetuspto-grants-2002_08
ORD IDord-293a6b443fef42fa944e889b3abc34b6
Source noteuspto-grants-2002_08