Synthesis of some substituted quinoxalines and polycyclic systems containing the quinoxaline nucleus

Abstract

The synthesis is described of quinoxalines 11, 14, 15, 16, 20, 21, 23 and 25 of interest as intermediates. The preparation of 21 from 3 by the action of thiourea and the formation of the hexaazapentacycle 23 from sulfide 20 and butylamine are discussed. The methylation of the dione 10 is reinvestigated and the product found to be a mixture of 29 and 30. The preparation of dimethoxyquinoxaline podands, e.g., 32, 33, 34, 40 and 41, tricyclic crown ether 31 and pentacyclic crown ethers, e.g. 38, is described and the effects of metal ions on spectroscopic properties of 40 and 41 are reported.