Sulfaquinoxaline and some related compounds was written by Weijlard, John;Tishler, Max;Erickson, A. E.. And the article was included in Journal of the American Chemical Society in 1944.Product Details of 5424-05-5 This article mentions the following:
Alloxazine (I) (10 g.) and 50 cc. concentrated NH4OH, heated in a steel bomb at 170-5° for 5 h., give 71.3% of 2-amino-3-quinoxalinecarboxylic acid (II), m. 204°. II (2 g.) in 8 cc. PhNO2, refluxed 10 min., give 92% of 2-aminoquinoxaline (III), m. 155-6°; I (2 g.) and 10 cc. 95% H2SO4, heated at 240-5° for 10 min., give 56% of III. Ac derivative of III, yellow, m. 192.5-3.5°. II (10 g.) and alc. HCl, refluxed 3 h., give 8.5 g. of the Et ester (IV), m. 165-6° (HCl salt, m. 173-5°). From 0.69 g. III in 200 cc. reagent C5H5N at -5° treated (after 2 min.) with 1.23 g. AcNHC6H4SO2Cl (V), with alternate additions of III and V at 5-min. intervals until 20.7 g. of III and 36.9 g. of V had been added at 0°, stirred 1 h. at 0° and 4 h. at room temperature, concentrated to dryness and washed with H2O at 0°, there resulted 91.2% of 2-N4-acetylsulfanilamidoquinoxaline, m. 243-4°; refluxing 6 g. with 25 cc. concentrated HCl and 50 cc. EtOH for 1 h. gives 3.85 g. of 2-sulfanilamidoquinoxaline (VI), m. 247-8°; N4-Bz derivative, m. 259-60°; N4-caproyl derivative, m. 199-200°; β-carboxypropionyl derivative, m. 234-5°. 2-N4-Acetylsulfanilamido-3-carbethoxyquinoxaline, m. 236-7°. Condensation of IV and V, followed by hydrolysis, gives 2-sulfanilamido-3-carboxyquinoxaline, m. 238-9°. II could not be condensed with V. Preliminary chemotherapeutic studies indicate that VII is very effective in bacterial infections and that it has the unusual property of being eliminated by animals very slowly so that effective concentrations can be maintained by administering it at comparatively infrequent intervals. In the experiment, the researchers used many compounds, for example, Quinoxalin-2-amine (cas: 5424-05-5Product Details of 5424-05-5).
Quinoxalin-2-amine (cas: 5424-05-5) belongs to quinoxaline derivatives. Quinoxaline is isomeric with other naphthyridines including quinazoline, phthalazine and cinnoline. They are well-known for application in organic light emitting devices, polymers and pharmaceutical agents. The quinoxaline-containing polymers are applicable in optical devices due to their thermal stability and low band gap.Product Details of 5424-05-5
Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider