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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 339887Generated: October 30, 2026

Acetic Acid → 5-(4-Bromophenyl)-2-methoxy-5,6,6-trimethyl-5,6-dihydro-1,4,3-oxathiazine 4,4-dioxide

https://huagongshe.com/reaction/339887

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTetramethyl orthocarbonateHCID 74613—
Reactant2-(4-Bromophenyl)-3-hydroxy-3-methylbutane-2-sulfonamideHCID 68291731—
Product5-(4-Bromophenyl)-2-methoxy-5,6,6-trimethyl-5,6-dihydro-1,4,3-oxathiazine 4,4-dioxideHCID 68359230—

Reaction Conditions

Temperature100 °C

Reaction Steps

A suspension of 2.01 g of 2-(4-bromophenyl)-3-hydroxy-3-methylbutane-2-sulfonamide in 15 ml of tetramethoxymethane was admixed with 3 ml of acetic acid and stirred at 100° C. for 1.5 hours. After the removal of the solvent under reduced pressure, the crude product was purified by means of normal phase chromatography using a Flashmaster with an n-heptane/ethyl acetate gradient. The product-containing fractions were combined, concentrated by rotary evaporation and dried under high vacuum. This gave the product (0.21 g) with a molecular weight of 362.2 g/mol (C13H16BrNO4S).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895547B2
Source datasetuspto-grants-2014_11
ORD IDord-1101f9922c7a4a5f81fb04b78e93ea53
Source noteuspto-grants-2014_11