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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2414922Generated: October 31, 2026

HCID 12138223, compound → 4-acetylsulfanylmethyl-3,5-dinitrobenzyl alcohol

https://huagongshe.com/reaction/2414922

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 12138223HCID 12138223—
ReactantPotassium ethanethioateHCID 23670855—
SolventEthanolHCID 702—
Product4-acetylsulfanylmethyl-3,5-dinitrobenzyl alcoholHCID 1213822490.2%

Reaction Conditions

Temperature150 °C

Reaction Steps

4-bromomethyl-3,5-dinitro benzyl alcohol(800 mg, 2.75 mmol), anhydrous ethanol(10 ml) and potassium thioacetate(380 mg, 3.3 mmol) were charged into a 200 ml 2-neck round bottom flask equipped with condenser, dropping funnel and stirrer and put in an oil bath maintaining 150° C. and having thermocouple. The resulting mixture solution was heated at 100° C. for 30 minutes and cooled to ambient temperature. White solid formed during the reaction was filtered away and the filterate was concentrated by removing the solvent under reduced temperature. Pale yellow solid of 4-acetylsulfanylmethyl-3,5-dinitrobenzyl alcohol (710 mg, 2.48 mmol, yield 90%) was obtained by purification on a silica gel chromatography using 20% ethylacetate-hexane solvent system. Nuclear magnetic resonance (NMR) spectrum showed that the product has identical structure with compound V and the NMR data was set forth below.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06815567B2
Source datasetuspto-grants-2004_11
ORD IDord-35fe036298184f928a0aced8eea77a3d
Source noteuspto-grants-2004_11