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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1955775Generated: October 26, 2026

2,6-Difluorobenzoyl isocyanate → 1-[3-Chloro-4-(4-chloro-1-naphthoxy)-2,5-dimethylphenyl]-3-(2,6-difluorobenzoyl)urea

https://huagongshe.com/reaction/1955775

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-Difluorobenzoyl isocyanateHCID 2733369—
Reactant3-Chloro-4-[(4-chloronaphthalen-1-yl)oxy]-2,5-dimethylanilineHCID 13246006—
SolventTolueneHCID 1140—
Product1-[3-Chloro-4-(4-chloro-1-naphthoxy)-2,5-dimethylphenyl]-3-(2,6-difluorobenzoyl)ureaHCID 1326212762.3%

Reaction Conditions

Temperature50 °C

Reaction Steps

Into a solution containing 3.0 grams (9.0 mmol) of 3-chloro-4-(4-chloro-1-naphthoxy)-2,5-dimethylaniline prepared in Part B of Example I in 25 milliliters of toluene which solution was warmed to a temperature of 50° .C and placed under a nitrogen atmosphere was slowly added a solution containing 2.5 grams (13.5 mmol) of 2.6-difluorobenzoyl isocyanate in 5 milliters of toluene. After stirring for one hour at a temperature of 50° C. the reaction mixture was cooled to room temperature, placed in an ice bath. and filtered through a Buchner funnel. The collected solid was dried under a vacuum at a temperature of 50° C. to afford 2.89 grams of 1-[3-chloro-4-(4-chloro-1-naphthoxy)-2,5-dimethylphenyl]-3-(2,6-difluorobenzoyl)urea as a white powder havin a melting point of 187° C. Elemental analysis of the white powder indicated the following:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05776981
Source datasetuspto-grants-1998_07
ORD IDord-28a9d7e2d8aa434a8331661155d8edde
Source noteuspto-grants-1998_07