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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1074174Generated: October 25, 2026

Potassium Carbonate → Ethyl 4,5-dichloro-6-(1-methyl-5-pyrazolylcarbonyl)-1,3-benzodioxole-2-carboxylate

https://huagongshe.com/reaction/1074174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl dibromoacetateHCID 69237—
Reactant(1-Methylpyrazol-5-yl)-(2,3-dichloro-4,5-dihydroxyphenyl)-methanoneHCID 135986952—
SolventDimethylformamideHCID 6228—
ProductEthyl 4,5-dichloro-6-(1-methyl-5-pyrazolylcarbonyl)-1,3-benzodioxole-2-carboxylateHCID 1474860363.4%

Reaction Steps

To a solution of 2.0 g of (1-methylpyrazol-5-yl)-(2,3-dichloro-4,5-dihydroxyphenyl)-methanone in 22 ml of dimethylformamide are added 2.12 g of powdered potassium carbonate and 3.7 g of ethyl dibromoacetate, and the mixture is stirred at 90° to 100° C. under argon gas atmosphere for 2 hours. After cooling, the mixture is poured into ice-water and the mixture is extracted with ethyl acetate. The extract is washed with an aqueous saturated sodium chloride solution, dried and evaporated to remove solvent under reduced pressure. The residue is purified by silica gel column chromatography (solvent; n-hexane-ethyl acetate) to give 1.64 g of ethyl 4,5-dichloro-6-(1-methyl-5-pyrazolylcarbonyl)-1,3-benzodioxole-2-carboxylate. Yield: 63%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04973600
Source datasetuspto-grants-1990_11
ORD IDord-5aceb34c52e349069f982b975eafe834
Source noteuspto-grants-1990_11