Synthesis
GENERAL METHODS: 3-Chlorophenyl-1,2-diamine (2.0 mmol) was mixed with the compound (CAS:131543-46-9, 2.0 mmol) and sulfated polyborate (10 wt%) was added. The reaction mixture was placed in an oil bath at 100 °C to stir the reaction and the progress of the reaction was monitored by thin layer chromatography (TLC). After completion of the reaction, the mixture was cooled to room temperature and the reaction was quenched with water. The organic phase was separated by extraction of the mixture with ethyl acetate (EtOAc). The crude product can be purified by recrystallization from ethanol or using silica gel column chromatography with silica as stationary phase and ethyl acetate: petroleum ether as mobile phase. The resulting 5-chloroquinoxaline, a known compound, was identified by determination of its melting point and 1H NMR and 13C NMR spectra, which were confirmed by comparing the spectral data with literature values.
References
[1] Journal of Chemical Sciences, 2017, vol. 129, # 2, p. 141 - 148
[2] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1982, p. 357 - 364
[3] Organic Magnetic Resonance, 1980, vol. 14, # 4, p. 300 - 304
