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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1073804Generated: October 30, 2026

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

https://huagongshe.com/reaction/1073804

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) prepared in the same manner as in Reference Example 7 was dissolved in acetonitrile (25 ml) and to the solution was added 40% solution of methylamine in methanol (3.3 g) and the mixture was stirred at 50° C. for 16 hours. The reaction mixture was evaporated to dryness under reduced pressure and to the residue was added water and the solution was extracted with chloroform. The extract was washed with a NaCl solution, dried over anhydrous sodium sulfate and the solvent was distilled off under reduced pressure. The obtained residue was recrystallized from a mixed solvent of cyclohexane - ethyl acetate to give the title compound (2.0 g) as pale yellow crystals, m.p. 165°-167° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04971967
Source datasetuspto-grants-1990_11
ORD IDord-65b622811d284750b1b1fb92d8926031
Source noteuspto-grants-1990_11