Synthesis and nucleophilic displacement reactions of biologically active 2,4-dichlorobenzofuro[3,2-d]pyrimidines was written by Basavaraja, K. M.;Patil, V. M.;Agasimundin, Y. S.. And the article was included in Indian Journal of Heterocyclic Chemistry in 2006.Name: 3-Aminobenzofuran-2-carboxamide This article mentions the following:
1,2,3,4-Tetrahydro-2,4-dioxobenzofuro[3,2-d]pyrimidine was converted into 2,4-dichlorobenzofuro[3,2-d]pyrimidine (I) by treatment with phosphorus pentachloride. The dichloro compound I was subjected to nucleophilic displacement reactions with nucleophiles such as, alkoxides, amines, azides and hydrazine. The hydrazine compounds were converted into tetracyclic benzofuro[3,2-d]pyrimidine fused with triazole. Similar tetracyclic heterocycle containing tetrazole ring system was prepared by the diazotization of compound 2-chloro-4-hydrazinobenzofuropyrimidine and also by the reaction of dichloro compound I with one equivalent of sodium azide. The reaction of I with two equivalent of sodium azide yielded pentacyclic heterocyclic with two fused tetrazole ring system, bistetazolobenzofuropyrimidine. All the compounds thus prepared were screened for antibacterial activity against Gram pos. and Gram neg. organisms. In the experiment, the researchers used many compounds, for example, 3-Aminobenzofuran-2-carboxamide (cas: 54802-10-7Name: 3-Aminobenzofuran-2-carboxamide).
3-Aminobenzofuran-2-carboxamide (cas: 54802-10-7) belongs to benzofurans derivatives. Benzofuran derivatives are one of the most important oxygen-containing heterocycles. As benzofurans are prone to undergo ring opening of the heterocycle, examples of reduction of this type of aromatics by using dissolving metals are rather scarce.Name: 3-Aminobenzofuran-2-carboxamide
Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem