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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1380662Generated: November 2, 2026

Water → HCID 53743045, compound

https://huagongshe.com/reaction/1380662

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantTetrahydropyran-2-methanolHCID 7524—
ReactantChlorosulfamic acidHCID 24499—
ReactantSodium hydrideHCID 24758—
ProductHCID 53743045HCID 53743045—

Reaction Steps

To a cold solution (-5° C.) of tetrahydropyran-2-methanol (2.33 g, 0.02 mol) in DMF (40 ml) was added 50% oily sodium hydride (1.17 g, 0.024 mol as NaH). After stirring for 45 min, sulfamoyl chloride (3.42 g, 0.03 mol) was added and the stirring continued for an additional 45 min, at -5° C. The reaction mixture was poured into cold water and extracted with chloroform. The organic layer was dried (Na2SO4) and the solvents were removed under vacuum to give a syrup which was dry column chromatographed (eluted with ethyl acetate:hexane, 4:1 v/v) to give pure (tetrahydro-2H-pyran-2-yl) methanesulfamate as a pale yellow syrup, IR:(CHCl3) 1180 cm-1 and 1370 cm-1 (OSO2NH2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04582916
Source datasetuspto-grants-1986_04
ORD IDord-c76a45ebc84a4f92989b8f6a39187d2f
Source noteuspto-grants-1986_04