6-Methoxyquinoxaline (cas: 6639-82-3) belongs to quinoxaline derivatives. Quinoxalines are important class of heterocyclic compounds, associated with wider pharmacological applications. The antitumoral properties of quinoxaline compounds have been of interest. Recently, quinoxaline and its analogs have been investigated as the catalyst’s ligands.Application of 6639-82-3
Hydroxyquinoxalines and -phenazines and experiments on the preparation of hydroxyquinoxaline di-N-oxides was written by King, F. E.;Clark, N. G.;Davis, P. M. H.. And the article was included in Journal of the Chemical Society in 1949.Application of 6639-82-3 This article mentions the following:
6,7-Dimethoxyquinoxaline (I) (1 g.) and 3 g. AlCl3 in 20 cc. C6H6, refluxed 15 hrs., give 82% 6,7-dihydroxyquinoxaline, m. about 260° (decomposition); di-Ac derivative, buff, m. 112°. 6-Methoxyquinoxaline (II) yields 37% of the 6-HO compound (III), m. 242° (decomposition); acetate, m. 80-1°. p-C6H4(OMe)2 and HNO3 in AcOH give 80% of the 2,3- and 2,5-di-NO2 derivatives (IV); reduction in MeOH over Raney Ni at 2-3 atm., addition to (CHO)2.NaHSO3 (V) and a little HCl, the mixture refluxed 2 hrs., the MeOH evaporated, and the 2,5,1,4-(H2N)2C6H2(OMe)2 removed (finally with NaNO2), give 12% 5,8-dimethoxyquinoxaline, yellow, m. 146°; demethylation with AlCl3 in C6H6 gives 60% of the 2,8-di-HO compound, orange, m. about 230°; diacetate, m. 209°. 2,3-(O2N)2C6H3OMe (2.5 g.), reduced over Raney Ni and the product refluxed 2 hrs. with 5 g. V in 30 cc. H2O and a little HCl, gives 59% 5-methoxyquinoxaline, pale yellow, m. 72-3°; the 5-HO compound, yellow, m. 100-1° (30%); acetate, m. 103-4°. 3,4,1,2-(O2N)2C6H2(OMe)2 similarly yields 36% 5,6-dimethoxyquinoxaline, yellow, m. 69-70°; the 5,6-di-HO compound yellow, m. about 190° (decomposition); diacetate, m. 112°. 4,5,1,3-(O2N)2C6H2(OMe)2 yields 68% 5,7-dimethoxyquinoxaline, m. 110°; 5,7-di-HO compound, bright yellow, m. about 250° (decomposition); diacetate, m. 113°. The HO compounds can be distinguished by their color reactions with 2 N HCl, 2 N NaOH, and aqueous and alc. FeCl3, which are given. The diamine solution from 5 g. IV and 2 g. 1,2-cyclohexanedione in 10 g. AcOH containing 5 g. AcONa gives 24% 1,4-dimethoxy-5,6,7,8-tetrahydrophenazine (VI), yellow, m. 152 °; 2 g. VI and 1 g. Pd-C, heated 1 hr. at 200-30°, give 50% 1,4-dimethoxyphenazine, blood-red, m. 185°; AlCl3 in C6H6 (refluxed 16 hrs.) gives 91% 1,4-dihydroxyphenazine (VII), deep red, m. 230°; diacetate, tarnished gold, m. 193.5-4°. 3,4,1,2-(H2N)2C6H2(OMe)2 yields 60% of the 1,2-di-MeO isomer of VI, m. 82-3° [picrate, yellowish brown, m. 128° (decomposition)]; 4,5,1,3-(O2N)2C6H2(OMe)2 yields 94% of the 1,3-isomer, yellow needles from aqueous EtOH; 2,3-isomer (VIII) (88% from 4,5,1,2-(H2N)2C6H2(OMe)2), lemon-yellow, m. 119-20°; the 1,3- and 2,3-isomers could not be dehydrogenated. 2,3-H2N (p-MeC6H4N:N)C6H3Me (2 g.) and 20 cc. cyclohexanone, refluxed 2 hrs. with 1 drop concentrated HCl, give 45% 2-methyl-5,6,7,8-tetrahydrophenazine, yellow, m. 81°. I (1 g.) in 25 cc. AcOH, heated 20 hrs. at 60° with 5 cc. 100-volume H2O2, gives 60% of the 1,4-dioxide, pale yellow, decomposing about 250°; 1,4-dioxide of II, pale yellow, m. 207-10° (decomposition), 42%; of III, yellow, m. 245° (decomposition), 33%; 9,10-dioxide of VIII, pale yellow, decompose 215-20°, 66%. VII is not identical with the phenazine obtained by the reduction of iodinin (C.A. 32, 5402.6). In the experiment, the researchers used many compounds, for example, 6-Methoxyquinoxaline (cas: 6639-82-3Application of 6639-82-3).
6-Methoxyquinoxaline (cas: 6639-82-3) belongs to quinoxaline derivatives. Quinoxalines are important class of heterocyclic compounds, associated with wider pharmacological applications. The antitumoral properties of quinoxaline compounds have been of interest. Recently, quinoxaline and its analogs have been investigated as the catalyst’s ligands.Application of 6639-82-3
Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider