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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 870296Generated: November 2, 2026

Acetone → HCID 86707248, compound

https://huagongshe.com/reaction/870296

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantSodium CarbonateHCID 10340—
Reactant3-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-7-fluoroindolin-2-oneHCID 67982437—
SolventWaterHCID 962—
ProductHCID 86707248HCID 8670724823.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

3-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-7-fluoro-1,3-dihydro-2H-indol-2-one (1.15 g), 4-methylbenzenesulfonyl chloride (1.06 g) and sodium carbonate (0.41 g) are introduced as initial charge in 5.5 ml of water and 11 ml of acetone and, with stirring, heated to 80° C. in a preheated oil bath. After 45 minutes, the hot solution is filtered, and the solid is washed with 20 ml of water/acetone (1:1) and methanol and dried in vacuo. This gives 0.76 g of product in an HPLC purity of 97% (42% of theory). Structure elucidation by NMR verifies that it is the O-sulfonylated product. A further 0.41 g of product in an HPLC purity of 89% can be isolated from the filtrate (21% of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969553B2
Source datasetuspto-grants-2015_03
ORD IDord-9514c0896c644b0a98cd85a6e33c0b62
Source noteuspto-grants-2015_03