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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1803096Generated: November 1, 2026

3',4'-Dichloro-5-fluoro-[1,1'-biphenyl]-2-amine → Bixafen

https://huagongshe.com/reaction/1803096

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3',4'-Dichloro-5-fluoro-[1,1'-biphenyl]-2-amineHCID 11572419—
Reactant3-(Difluoromethyl)-1-methyl-1 H-pyrazole-4-carbonyl chlorideHCID 15340110—
SolventTolueneHCID 1140—
ProductBixafenHCID 11434448—

Reaction Conditions

Temperature85 °C

Reaction Steps

5.6 g (0.029 mol, 98% pure) of 3-difluoromethyl-1-methyl-1H-pyrazole-4-carbonyl chloride were dissolved at 25° C. in 10.4 g of toluene. The solution was evacuated to 400 mbar and heated to 85° C. Subsequently, within 5 minutes, 7.8 g (0.030 mol, approx. 92% pure) of 3′,4′-dichloro-5-fluorobiphenyl-2-ylamine, dissolved in 28 g of toluene, were metered in and the reaction mixture was stirred for a further 1 hour. After venting and cooling to 25° C. overnight, the mixture was cooled further to 0° C., and the solids were filtered off, washed with cold toluene and dried at 80° C. under reduced pressure. The yield (without further processing of the mother liquor) was 8.1 g (71%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08350046B2
Source datasetuspto-grants-2013_01
ORD IDord-c514b2e33d3b4347a6c837cc445ba550
Source noteuspto-grants-2013_01