Novel Catalyst-Free Synthesis of Some 3-Alkylaminoquinoxaline-2(1<i>H</i>)-thiones and 3-Alkyloxyquinoxaline-2(1<i>H</i>)-thiones in Ethanol.

ABSTRACT: Seventeen 3-alkylaminoquinoxaline-2(1H)-thiones and 3-alkyloxyquinoxaline-2(1H)-thiones were prepared by a novel thionation protocol from the readily available quinoxaline-2,3-dione in excellent overall yields. This protocol starts with the chlorination of dione using thionyl chloride to give 2,3-dichloroquinoxaline followed by the reaction with equimolar amounts of N-nucleophiles (primary amines and secondary amines) or O-nucleophiles (phenols and alcohols) to principally afford 2-alkanamino-3-chloroquinoxalines or 2-alkyloxy-3-chloroquinoxalines, respectively. The chloroquinoxalines reacted with the thionation reagent N-cyclohexyl dithiocarbamate cyclohexyl ammonium salt in ethanol under reflux to principally give the corresponding quinoxalin-2-yl cyclo

SUBMITTER: El Rayes SM 

PROVIDER: S-EPMC11755164 | biostudies-literature | 2025 Jan

REPOSITORIES: biostudies-literature