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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2296987Generated: October 30, 2026

Water → 4-(5-bromo-2-chlorobenzyl)-5-methoxy-2,4-dihydro-3H-1,2,4-triazol-3-one

https://huagongshe.com/reaction/2296987

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Bromo-2-(bromomethyl)-1-chlorobenzeneHCID 11558280—
Reactant3H-1,2,4-Triazol-3-one, 1,2-dihydro-5-methoxy-HCID 135499741—
SolventAcetonitrileHCID 6342—
Product4-(5-bromo-2-chlorobenzyl)-5-methoxy-2,4-dihydro-3H-1,2,4-triazol-3-oneHCID 1838882835.6%

Reaction Conditions

Temperature55 °C

Reaction Steps

To a solution of 0.91 g (7.93 mmol) of 5-methoxy-2,4-dihydro-3H-1,2,4-triazol-3-one in 8 ml of dry acetonitrile was added 0.96 g (6.94 mmol) of potassium carbonate. To the mixture was added dropwise a solution of 1.88 g (6.61 mmol) of 5-bromo-2-chlorobenzylbromide in 20 ml of dry acetonitrile at 55° C. After the mixture was stirred at 55° C. for 5 hours, water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried and concentrated. To the resultant solid residue (1.90 g) was added cold tert-butyl methyl ether and the solid was thoroughly washed, collected by filtration and dried to obtain 0.75 g of 4-(5-bromo-2-chlorobenzyl)-5-methoxy-2,4-dihydro-3H-1,2,4-triazol-3-one as white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06489487B1
Source datasetuspto-grants-2002_12
ORD IDord-2e8894d7d0c54d09a69087a92b7d49fd
Source noteuspto-grants-2002_12