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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 979400Generated: October 30, 2026

Ethyl chloroformate → 3-Chloro-5-[[(ethoxycarbonyl)amino]sulfonyl]-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester

https://huagongshe.com/reaction/979400

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl chloroformateHCID 10928—
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 5-(aminosulfonyl)-3-chloro-1-methyl-1H-pyrazole-4-carboxylateHCID 13687032—
SolventAcetoneHCID 180—
Product3-Chloro-5-[[(ethoxycarbonyl)amino]sulfonyl]-1-methyl-1H-pyrazole-4-carboxylic acid ethyl esterHCID 1368703788.4%

Reaction Steps

Into 30 ml of dry acetone, there were added 5.35 g of 3-chloro-4-ethoxycarbonyl-1-methylpyrazole-5-sulfonamide, 2.5 g of ethyl chloroformate and 4.14 g of anhydrous potassium carbonate and the mixture was refluxed for three hours. After cooling, acetone was evaporated and the residue was added into ice-water. After separation of a trace of water insolubles, the filtrate was made acidic with hydrochloric acid. The reaction mixture was extrated with diethyl ether and organic layer was dried and the solvent was evaporated under reduced pressure to give 6.0 g of N-(ethoxycarbonyl)-3-chloro-4-ethoxycarbonyl-1-methylpyrazole-5-sulfonamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04668277
Source datasetuspto-grants-1987_05
ORD IDord-70342232932b495181ada1a80314a7dc
Source noteuspto-grants-1987_05