Research On The Green Synthesis Of Imidazoles, Quinazolinones And2-naphthols Derivatives

2,4,5-Trisubstituted imidazoles,2-substituted-2,3-dihydro-4(1H)-quinazolinones and1-carbamato-alkyl-2-naphthols derivatives possess distinct pharmaceutical and biologicalactivities. They are important intermediates in medicinal synthesis and they are appliedwidely in the field of agrochemicals and drugs. The thesis consists of three parts including thegreen sysnthesis of2,4,5-trisubstituted imidazoles,2-substituted-2,3-dihydro-4(1H)-quinazolinones and1-carbamato-alkyl-2-naphthols derivatives.In the first part, the2,4,5-trisubstituted imidazoles were synthesized by athree-component, one-pot condensation of benzil, aldehydes and ammonium acetate inrefluxing ethanol without adding catalyst. The optimum operation conditions were as follows:the molar ratio of benzil, aldehydes and ammonium acetate is1:1:6and ethanol is10mL.The excess amount of NH4OAc would promote the reaction by the ‘‘catalyzed-by-itself’’. Theyields of products are65-98%.In the second part, a series of2-substituted-2,3-dihydro-4(1H)-quinazolinones weresynthesized efficiently through cyclocondensation of2-anthranilamide with aldehydes orketones (except benzaldehyde) in the presence of a recyclable cerous methanesulfonate at60oC after grinding at room temperature under aqueous conditions. The optimum operationconditions were follows: the molar ratio of2-anthranilamide to aldehydes or ketones is1:1,the amount of catalyst is0.01mmol (based on the mole of2-anthranilamide), and water is1mL. The yields of products are84-94%. The catalytic activity of the catalyst is preferableafter five consecutive reactions.In the third part, the1-carbamato-alkyl-2-naphthols were synthesized by a one-potthree-component condensation of2-naphthol, aldehydes and carbamate in the presence of arecyclable copper methanesulfonate without solvent. The optimum operation conditions wereas follows: the molar ratio of2-naphthol, aldehydes and carbamate is1:1:1.2, the amount ofcatalyst is0.02mmol (based on the mole of2-naphthol), the temperature at70oC. The yieldsof products are65-92%. The catalytic activity of the catalyst is preferable after fiveconsecutive reactions.The structures of products were characterized by IR,1H-NMR, MS and elemental analysis.