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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 746287Generated: October 31, 2026

Ammonia → 6-Bromo-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonamide

https://huagongshe.com/reaction/746287

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant6-Bromo-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonyl chlorideHCID 13592072—
SolventTetrahydrofuranHCID 8028—
Product6-Bromo-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonamideHCID 13592073—

Reaction Conditions

Temperature20 °C

Reaction Steps

A solution of 180 g of 6-bromo-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonyl chloride in 500 ml of tetrahydrofuran is added dropwise over 30 minutes to 307 ml of a 30% aqueous solution of ammonia. The mixture is stirred for 30 minutes at 20° C. and concentrated under reduced pressure at 45° C. The residue is triturated with 200 ml of ether. The precipitate is isolated, washed with water and dried at 45° C., affording 63.2 g of 6-bromo-2,2-dioxo-3-methyl-1,2-benzoxathiin-8-ylsulfonamide of m.p. 243°-245° C. (crystallisation from ethanol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04603211
Source datasetuspto-grants-1986_07
ORD IDord-f0f97717328344668e13d3f03a1a173f
Source noteuspto-grants-1986_07