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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1489816Generated: October 31, 2026

Sodium hydride → HCID 22901897, compound

https://huagongshe.com/reaction/1489816

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1-Bromo-3-methoxypropaneHCID 524551—
Reactant4-Hydroxy-3,4-dihydro-1lambda~6~-thieno[3,2-e][1,2]thiazine-1,1(2H)-dioneHCID 22901942—
SolventDimethylformamideHCID 6228—
ProductHCID 22901897HCID 2290189763%

Reaction Conditions

Temperature0 °C

Reaction Steps

The product from Example 1, Step C (2.0 g, 9.74 mmol) was added to a suspension of sodium hydride (0.4 g, 10.0 mmol, of a 60% suspension in mineral oil) in DMF (30 ML) and the mixture was stirred for 1hr. then cooled to 0° C. 3-Bromopropyl methyl ether (1.5 g, 9.74 mmol) was added and the mixture was stirred overnight then quenched with water (200 mL), and extracted with ethyl acetate (4×30 mL). The extracts were combined, washed with water (100 mL), dried (MgSO4) and concentrated under reduced pressure which provided an oil which was purified by column chromatography (silica, gradient: hexane to ethyl acetate) to give 1.7 g (63%) of a clear oil which was not purified further.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05679670
Source datasetuspto-grants-1997_10
ORD IDord-88aa6f12fda945dd82f6513ea9e70b86
Source noteuspto-grants-1997_10