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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 49007Generated: October 28, 2026

m-Chloroperbenzoic acid → 1-Methyl-3-[3-[4-[(methylsulfinyl)methyl]-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil

https://huagongshe.com/reaction/49007

Reaction equation

Participants

RoleNameHCIDCharge
Reactantm-Chloroperbenzoic acidHCID 70297—
Reactant1-Methyl-3-[3-[4-[(methylthio)methyl]-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracilHCID 20634188—
SolventDichloromethaneHCID 6344—
Product1-Methyl-3-[3-[4-[(methylsulfinyl)methyl]-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracilHCID 2063418670%

Reaction Steps

A mixture of 1-methyl-3-[3-[4-[(methylthio)methyl]-1,3-dioxolan-2-yl]-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)uracil (0.970 g, 21.1 mmol), m-chloroperbenzoic acid (72%, 0.500 g, 21.1 mmol) and methylene chloride is stirred one hour at room temperature and concentrated in vacuo. The residue is taken up in ethyl acetate and washed twice with 5% aqueous sodium carbonate and once with brine. The organic layer is dried over anhydrous magnesium sulfate and concentrated in vacuo to a white solid, which is chromatographed on silica gel with ethanol-ethyl acetate to afford the title compound as a white solid (0.700 g, 70.0%, mp 72-75° C.) which is identified by IR and NMR spectral analysis.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06706663B2
Source datasetuspto-grants-2004_03
ORD IDord-0b135d08b5714e00b017489d0509413a
Source noteuspto-grants-2004_03