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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1792491Generated: November 3, 2026

Thionyl Chloride → 5-(6-Bromoquinazolin-4-yl)-thiophen-2-sulfonyl chloride

https://huagongshe.com/reaction/1792491

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantChlorosulfonic acidHCID 24638—
ReactantSodium BicarbonateHCID 516892—
Reactant6-Bromo-4-(2-thienyl)quinazolineHCID 22031480—
SolventWaterHCID 962—
Product5-(6-Bromoquinazolin-4-yl)-thiophen-2-sulfonyl chlorideHCID 22031424—

Reaction Conditions

Temperature60 °C

Reaction Steps

14.4 mL chlorosulfonic acid and 14.42 mL thionyl chloride were added to 7.78 g of 6-bromo-4-(2-thienyl)quinazoline (compound in Production Example 96) under ice-cooling in a stream of nitrogen, and the mixture was heated at 60° C. for 16 hours, then poured into iced water, neutralized by adding a sodium bicarbonate solution and extracted with dichloromethane. The organic layer was dried over anhydrous sodium sulfate. The residue was recrystallized from ether/hexane, to give 2.47 g of the title compound (pale skin-colored crystals).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07074801B1
Source datasetuspto-grants-2006_07
ORD IDord-2f60f7cf671249b0acf69f03ed62bc04
Source noteuspto-grants-2006_07