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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 553400Generated: October 31, 2026

Water → HCID 86638036, compound

https://huagongshe.com/reaction/553400

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl chloroformateHCID 6586—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 86638035HCID 86638035—
SolventAcetonitrileHCID 6342—
ProductHCID 86638036HCID 8663803646.6%

Reaction Steps

5,5-dimethyl-3-[2-(trifluoromethanesulfonylamino)benzyl]-[1,3]-oxazinan-2-thione (0.15 g, 0.39 mmol) and sodium hydrogen carbonate (0.05 g, 0.60 mmol) were suspended in acetonitrile (10 ml), added with methyl chloroformate (0.06 g, 0.60 mmol) and heated to reflux for three hours. After cooling to room temperature, the reaction mixture was added with water and extracted with ethyl acetate. The solvent was evaporated under reduced pressure after the organic layer was dried over anhydrous sodium sulfate. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:l) to obtain 5,5-dimethyl-3-(2-[N-(methoxycarbonyl)-N-(trifluoromethanesulfonyl)amino]benzyl)-[1,3]-oxazinane-2-thione (0.08 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048825B2
Source datasetuspto-grants-2011_11
ORD IDord-f56d5d2f9d8843288784dd1d04b11e28
Source noteuspto-grants-2011_11