Formation of 4(5)-aminoglyoxalines. II. Non-reactivity of the halogen atom in 4(5)-bromoglyoxaline-5(4)-carboxylic acid was written by Balaban, Isidore E.. And the article was included in Journal of the Chemical Society in 1932.Synthetic Route of C4H5N3O This article mentions the following:
Et 2,5-dibromoglyoxaline-4-carboxylate and Na2SO3 in H2O, boiled 3-3.5 hrs., give 69.6% of Et 4(5)-bromoglyoxaline-5(4)-carboxylate, m. 170°; the free acid m. 253°; the acid is recovered unchanged in part or completely destroyed with KCN, Na2SO3, Na2HAsO3 and CH2(CO2Et)2 in EtOH; Cu bronze gives no satisfactory product and NH3 in H2O or EtOH gives only the NH4 salt, m. 259°. Et glyoxaline-4(5)-carboxylate and NH4OH (d. 0.880), heated 3-4 hrs. at 150°, give the amide, crystals with 1 mol. H2O, m. 215° (picrate, yellow, m. 228°); reduction with Na-Hg in EtOH-H2SO4 gives 26.2% of 4(5)-hydroxymethylglyoxaline; it could not be converted into the amino derivative by the Hofmann reaction, 60% of the amide being recovered. Br in CHCl3 gives 30.3% of the 2,5-di-Br derivative, m. 256°. In the experiment, the researchers used many compounds, for example, 1H-Imidazole-4-carboxamide (cas: 26832-08-6Synthetic Route of C4H5N3O).
1H-Imidazole-4-carboxamide (cas: 26832-08-6) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).Synthetic Route of C4H5N3O
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem