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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1586368Generated: November 3, 2026

Water → 1-Methoxycarbonyl-4-chloro-3-(3,5-dichlorophenyl)pyrazole

https://huagongshe.com/reaction/1586368

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl chloroformateHCID 6586—
ReactantTriethylamineHCID 8471—
ReactantHCID 178478181HCID 178478181—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTetrahydrofuranHCID 8028—
Product1-Methoxycarbonyl-4-chloro-3-(3,5-dichlorophenyl)pyrazoleHCID 2185264491.4%

Reaction Steps

2.52 g (0.0204 mol) of 4-dimethylaminopyridine and 18.3 ml (0.132 mol) of triethylamine are added to 30.55 g (0.12 mol) of 4-chloro-3-(3,5-dichlorophenyl)pyrazole dissolved in 300 ml of THF. A solution of 12.5 g (0.132 mol) of methyl chloroformate in 100 ml of THF is run, dropwise and at 0° C., into this solution. Stirring is continued for 20 h at room temperature. The reaction mixture is poured into 500 ml of water and extracted with ethyl acetate. After drying the organic phase and concentration under vacuum, the residue is triturated with 150 ml of heptane, filtered and dried. We obtain 33.5 g of 1-methoxycarbonyl-4-chloro-3-(3,5-dichlorophenyl)pyrazole, melting at 144° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05945382
Source datasetuspto-grants-1999_08
ORD IDord-ceef507936c2482a9ec32ee7aa5c9d9e
Source noteuspto-grants-1999_08