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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2109482Generated: October 26, 2026

2-Chloropropionyl chloride → 5-(2-Chloropropionylamino)-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-trifluoromethylthiopyrazole

https://huagongshe.com/reaction/2109482

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloropropionyl chlorideHCID 111019—
ReactantFipronil sulfideHCID 9953940—
CatalystZincchlorideHCID 3007855—
SolventTolueneHCID 1140—
Product5-(2-Chloropropionylamino)-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-trifluoromethylthiopyrazoleHCID 86605669—

Reaction Steps

To a mixture of 5-amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-cyano-4-trifluoromethylthiopyrazole (8.0 g, 19.0 mmol) in toluene was added 2-chloropropionyl chloride (3.62 g, 28.5 mmol), then zinc chloride (0.77 g, 5.7 mmol). The mixture was heated at reflux for 16 hours. After extractive workup and recrystallisation with heptane-ethyl acetate (1:1) the title product was obtained (7.02 g), 19F-NMR: −43.7; −64.2 ppm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07514561B2
Source datasetuspto-grants-2009_04
ORD IDord-d1c753d891c347b5929010114f8bf184
Source noteuspto-grants-2009_04