Green Synthesis Of 2-Substituted Quinazolinone/Benzimidazole Compounds

Quinazolinonesand benzimidazoles are an important nitrogen-containing heterocyclic compoundswith a wide range of biological activity, whichare widely used in pharmaceutical and chemical fields.In this thesis, the two class of compoundswere synthesized from the anthranilamides and 1,3-diketones in the presence of natural camphor sulfonic acid or iron salt, by condensation, cyclization, selective carbon-carbon bond cleavage.Our context provides a new method for the synthesis of quinazolinones and benzimidazole compounds, respectively.(1) The quinazolinone compounds were synthesized from anthranilamides and 1,3-diketones in the presence of naturalcamphorsulfonic acid in an aqueous solution of water and ethyl lactate. A total of 30 target compounds were synthesizedin this part. The reaction is as follows:(2) The quinazolinone compounds were synthesized from anthranilamides and 1,3-diketones in the presence of ferric chloride hexahydrate in an aqueous solution of water and PEG-400. A total of 19 target compounds were synthesized in this part. The reaction is as follows:(3) The benzimidazole compounds were synthesized from o-phenylenediamines and hexafluoroacetylacetone in the presence of Iron(III) trifluomethanesulfonate in solvent of DMF. A total of 15 target compounds were synthesized in this part. The reaction is as follows:In our context, a facile and green approach was developed for the synthesis of quinazolinones and benzimidazole compounds by using naturalcamphorsulfonic acid or iron salt in an aqueous solution of biodegradable ethyl lactate or PEG-400. A series of title compounds were obtained with up to 99% yield.