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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 52413Generated: October 23, 2026

Water → Isopropyl 3-(2-chloro-4-fluorophenyl)tetrahydro-5-methyl-2,4,6-trioxo-s-triazine-1(2H)acetate

https://huagongshe.com/en/reaction/52413

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantIsopropyl bromoacetateHCID 121593—
Reactant1-(2-chloro-4-fluorophenyl)-3-methyl-s-triazine-2,4,6(1H,3H,5H)-trioneHCID 57268660—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductIsopropyl 3-(2-chloro-4-fluorophenyl)tetrahydro-5-methyl-2,4,6-trioxo-s-triazine-1(2H)acetateHCID 5714193892.4%

Reaction Steps

A mixture of 1-(2-chloro-4-fluorophenyl)-3-methyl-s-triazine-2,4,6(1H,3H,5H)-trione (40.9 g, 0.150 mol), potassium carbonate (31.1 g, 0.225 mol) and isopropyl bromoacetate (29.1 mL, 0.225 mol) in N,N-dimethylformamide is stirred at room temperature for 2 hours, poured into water and extracted with ethyl acetate. The organic extract is washed sequentially with water and brine, dried over anhydrous magnesium sulfate and concentrated in vacuo to obtain an oil. Flash column chromatography of the oil using silica gel and 0% to 10% ether in methylene chloride solutions gives the title product as a white solid (51.5 g, mp 127°-128° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05616706
Source datasetuspto-grants-1997_04
ORD IDord-0b3c9a3163a9475799eb2d6d166e3f8e
Source noteuspto-grants-1997_04