Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2289847Generated: October 26, 2026

Hydrochloric Acid → 2-(2-Fluoro-4-chloro-5-isopropoxyphenyl)-4-methyl-5-trifluoromethylpyridazin-3-one

https://huagongshe.com/reaction/2289847

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiethyl EtherHCID 3283—
Reactant2-(4-Chloro-2-fluoro-5-isopropoxyphenyl)-4-cyano-5-trifluoromethylpyridazin-3-oneHCID 18699031—
ReactantHCID 178418373HCID 178418373—
SolventTetrahydrofuranHCID 8028—
Product2-(2-Fluoro-4-chloro-5-isopropoxyphenyl)-4-methyl-5-trifluoromethylpyridazin-3-oneHCID 1108982846.5%

Reaction Steps

After 1.035 g of 2-(4-chloro-2-fluoro-5-isopropoxyphenyl)-4-cyano-5-trifluoromethylpyridazin-3-one (The present compound 1-5) was dissolved in 6.0 mL of tetrahydrofuran, 3.1 mL of a diethyl ether solution of methylmagnesium iodide (0.98M diethyl ether solution) was added to the tetrahydrofuran solution at 0° C. and stirred for 20 min under a nitrogen stream. Afterwards, the reaction solution was poured into 3N-hydrochloric acid and extracted with ethyl acetate. After the organic solvent was washed with aqueous saturated sodium bicarbonate and concentrated, the residue was subjected to silica gel column chromatography (eluent: ethyl acetate/hexane=1/9) to afford 0.467 g of 2-(4-chloro-2-fluoro-5-isopropoxyphenyl)-4-methyl-5-trifluoromethylpyridazin-3-one (compound 2-5).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06093818
Source datasetuspto-grants-2000_07
ORD IDord-a0734779439f4634a4bb176e36b7c854
Source noteuspto-grants-2000_07