Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1274551Generated: November 3, 2026

Hydrochloric Acid → 3-[3-(6-Hydroxy-m-tolyl)-1,2-benzisoxazol-5-yl]-1-methyl-6-(trifluoromethyl)-2,4(1H,3H)-pyrimidinedione

https://huagongshe.com/reaction/1274551

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantBoron tribromideHCID 25134—
Reactant3-[3-(6-Methoxy-m-tolyl)-1,2-benzisoxazol-5-yl]-1-methyl-6-(trifluoromethyl)-2,4(1H,3H)-pyrimidinedioneHCID 70099049—
SolventAcetoneHCID 180—
SolventDichloromethaneHCID 6344—
Product3-[3-(6-Hydroxy-m-tolyl)-1,2-benzisoxazol-5-yl]-1-methyl-6-(trifluoromethyl)-2,4(1H,3H)-pyrimidinedioneHCID 136333721—

Reaction Conditions

Temperature-10 °C

Reaction Steps

A mixture of 3-[3-(6-methoxy-m-tolyl)-1,2-benzisoxazol-5-yl]-1-methyl-6-(trifluoromethyl)-2,4(1H,3H)-pyrimidinedione (5.00 g, 0.0116 mol) in methylene chloride is cooled to -10° C., treated dropwise with 15.1 mL of 1 M boron tribromide in methylene chloride while maintaining the reaction mixture temperature at -15° C. to 0° C., warmed to room temperature, treated dropwise with 5 mL of the boron tribromide solution, stirred at room temperature for one hour, and poured into dilute hydrochloric acid. The resultant aqueous mixture is diluted with acetone, concentrated In vacuo, diluted with water, and filtered to obtain a solid. The solid is washed with water and dried in a vacuum oven at 60° C. to give the title product as a yellow solid which is identified by mass spectral analysis.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06156700
Source datasetuspto-grants-2000_12
ORD IDord-9eedda6a491d4e08a95c44028e909775
Source noteuspto-grants-2000_12