6,7-dimethyl-2,3-diphenylquinoxaline synthesis
- Product Name:6,7-dimethyl-2,3-diphenylquinoxaline
- CAS Number:13362-56-6
- Molecular formula:C22H18N2
- Molecular Weight:310.3917
Yield:13362-56-6 270 mg
Reaction Conditions:
in acetic acid at 120; for 2 h;Inert atmosphere;
Steps:
Quinoxalines 5 and 7; General Procedure
General procedure: NBS (214 mg, 1.2 mmol) was added to a solution of the appropriate alkyne 4 (1.0 mmol) in AcOH (8 mL) at r.t. The reaction mixture was stirred at reflux for 2 h, then the respective diamine 2 (1.1 mmol) was added to the reaction mixture directly. The mixture was stirred at 120 °C for 2 h continuously, cooled to r.t., and the solvent was concentrated.The residue was diluted with aq NaHCO3 (95%, 10 mL) and the mixture was extracted with EtOAc (3 × 20 mL). The combined organic layers were washed with brine, dried, filtered and evaporated to afford the crude product. Purification on silica gel (hexanes/EtOAc: 10:1to 6:1) afforded quinoxaline 5 or 7.
References:
Chan, Chieh-Kai;Chang, Meng-Yang [Synthesis,2016,vol. 48,# 21,p. 3785 - 3793]
