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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2298283Generated: October 30, 2026

Sodium Carbonate → HCID 18385979, compound

https://huagongshe.com/reaction/2298283

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3-(Trifluoromethyl)phenylboronic acidHCID 2734388—
ReactantHCID 18385833HCID 18385833—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
ProductHCID 18385979HCID 1838597933.5%

Reaction Conditions

Temperature95 °C

Reaction Steps

To a stirred solution of 100 mg of 5-{4-(aminosulfonyl)phenyl}-2,2-dimethyl-4-iodo-3(2H)-furanone dissolved in 15 ml toluene and 5 ml ethanol, were added 30 mg of tetrakis(triphenylphosphine)palladium(0), 5 ml of 2 M aqueous sodium carbonate, and 100 mg of 3-(trifluoromethyl)benzeneboronic acid. Then the mixture was stirred at 95° C. for 24 hours. The reaction mixture was purified according to a procedure similar to Step 4 of Example 22 to yield 35 mg of 5-{4-(aminosulfonyl)phenyl}2,2-dimethyl-4-{3-(trifluoromethyl)phenyl}-3(2H)-furanone. mp: 129-130° C. NMR: δ1.59 (s, 6H), 4.93 (br, s, 2H), 7.48 (m, 2H), 7.59 (m, 2H), 7.76 (d, J=8.7 Hz, 2H), 7.93 (d, J=9.0 Hz, 2H). IR (cm−1): 3343, 3265, 1691, 1593, 1329, 1262.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06492416B1
Source datasetuspto-grants-2002_12
ORD IDord-effd21be3b004abcb9fa9c41584af8cf
Source noteuspto-grants-2002_12