Synthesis of 6-aryl-5H-quinazolino[4,3-b]quinazolin-8(6H)-one derivatives in ionic liquids catalyzed by iodine

Abstract

The iodine-catalyzed reaction of 2-(2-aminophenyl)quinazolin-4(3H)-ones and benzaldehydes was treated in ionic liquids, giving a series of 6-aryl-5H-quinazolino[4,3-b]quinazolin-8(6H)-one derivatives in high yields. This novel procedure has the advantages of high yields, being metal-free and having a mild reaction condition. Graphical AbstractKeywords Quinazolinoquinazoline Á Ionic liquids Á Iodine Á Synthesis Electronic supplementary material The online version of this article (

Luotonin A and Its Derivatives as Novel Antiviral and Antiphytopathogenic Fungus Agents

“…Solubility has always been a barrier to the application of polycyclic aromatic hydrocarbons. To improve the solubility of luotonin A, the 6-aryl-5 H -quinazolino­[4,3- b ]­quinazolin-8­(6 H )-one derivatives 9a–9m (Figure ) were designed and synthesized using ionic liquid as the solvent . Condensation of o -aminobenzoamide with o -nitrobenzoyl chloride gave 6 , which underwent cyclization in the presence of KOH and gave compound 7 .…”

“…To improve the solubility of luotonin A, the 6-aryl-5H-quinazolino [4,3-b]quinazolin-8(6H)-one derivatives 9a−9m (Figure 3) were designed and synthesized using ionic liquid as the solvent. 28 Condensation of o-aminobenzoamide with o-nitrobenzoyl chloride gave 6, which underwent cyclization in the presence of KOH and gave compound 7. Compound 7 was reduced and then condensed with corresponding aldehydes to obtain compounds 9a−9m.…”

Crystal structure of 2-amino-N-(4-methoxyphenyl)benzamide, C14H14N2O2

“…2-Aminobenzamide derivatives have been identi ed as a precursor for the synthesis of a divergent of heterocyclic compounds, such as quinazolones, quinazolinones, phthalimides, benzimidazolones, pyrroloquinazolones, and quinazolinediones [4,5]. The title crystal structure contains one molecule in the asymmetric unit.…”