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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 373914Generated: October 31, 2026

Methylamine → 5-methyl-6,7-difluoro-1H,4H-thiazolo[3,4-a]quinoxaline-1-thione

https://huagongshe.com/reaction/373914

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
Reactant2(3H)-Thiazolethione, 4-(chloromethyl)-3-(2,3,4-trifluorophenyl)-HCID 4190359—
SolventMethanolHCID 887—
SolventAcetonitrileHCID 6342—
Product5-methyl-6,7-difluoro-1H,4H-thiazolo[3,4-a]quinoxaline-1-thioneHCID 10468353—

Reaction Conditions

Temperature50 °C

Reaction Steps

4-Chloromethyl-3-(2,3,4-trifluorophenyl)-2(3H)-thiazolethione (2.5 g) is dissolved in acetonitrile (25 ml) and thereto is added 40% solution of methylamine in methanol (3.3 g), and the mixture is stirred at 50° C. for 16 hours. The reaction mixture is evaporated to dryness under reduced pressure, and water is added to the residue and the mixture is extracted with chloroform. The extract is washed with saline solution, dried over anhydrous sodium sulfate and distilled under reduced pressure to remove the solvent. The residue is recrystallized from cyclohexane-ethyl acetate to give the title compound (2.0 g) as yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05166203
Source datasetuspto-grants-1992_11
ORD IDord-20328215967b47e48bea60c52b3bfce2
Source noteuspto-grants-1992_11