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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2289845Generated: October 26, 2026

Hydrochloric Acid → 2-(4-Chloro-2-fluoro-5-isopropoxyphenyl)-4-cyano-5-trifluoromethylpyridazin-3-one

https://huagongshe.com/reaction/2289845

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthyl cyanoacetateHCID 7764—
Reactant3,3,3-Trifluoro-2-oxopropanal 1-(4-chloro-2-fluoro-5-isopropoxyphenylhydrazone)HCID 69141430—
SolventPyridineHCID 1049—
Product2-(4-Chloro-2-fluoro-5-isopropoxyphenyl)-4-cyano-5-trifluoromethylpyridazin-3-oneHCID 18699031—

Reaction Conditions

Temperature120 °C

Reaction Steps

After 4.345 g of 3, 3, 3-trifluoro-2-oxopropanal 1-(4-chloro-2-fluoro-5-isopropoxyphenylhydrazone) was dissolved in 20 mL of pyridine, 2.1 mL of ethyl cyanoacetate was added to the pyridine solution, which was followed by stirring for 4 hours at 120° C. After cooling to room temperature, the reaction solution was poured into 3N-hydrochloric acid and extracted with diethyl ether. After the organic layer was washed with aqueous saturated sodium bicarbonate and concentrated, the residue was subjected to silica gel column chromatography (eluent: ethyl acetate/hexane=2/8) to afford 2.858 g of 2-(4-chloro-2-fluoro-5-isopropoxyphenyl)-4-cyano-5-trifluoromethylpyridazin-3-one (The present compound 1-5).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06093818
Source datasetuspto-grants-2000_07
ORD IDord-797ea77963fb4a1ab19582d561808973
Source noteuspto-grants-2000_07