Rate accelerations in trichloroisocyanuric acid and trichlorotriazine promoted synthesis of 3,4-dihydropyrimidinones/thiones under Vilsmeier-Haack and solvent free conditions

نویسندگان

1 دانشگاه شیراز

2 دانشگاه یزد

3 دانشگاه شهید چمران اهواز

4 دانشگاه آزاد اسلامی

5 دانشگاه شهید چمران اهواز

doi
10.22034/ajgc.2020.102815
چکیده

In the present study, we have accomplished N,N’ -dimethyl formamide (DMF)/trichloroisocyanuric acid and DMF/trichlorotriazine as efficient catalysts for the synthesis of 3,4-dihydropyrimidinones/thiones from one-pot multi-component reaction of β -ketoester, aromatic aldehydes, and urea under reflux condition. The reaction operates also under solvent free microwave condition. The results obtained from this study were compared with those obtained from classical Vilsmeier-Haack adducts (DMF/POCl 3 and DMF/SOCl 2 ) as catalysts. Reaction times and product yields observed in this study indicated shorter reaction times and better product yields with modified VH reagents (TCCA/DMF and TCTA/DMF) over classical VH reagents (POCl 3 /DMF and SOCl 2 /DMF). The catalytic activity of (TCTA/DMF)>(TCCA/DMF)>(POCl 3 /DMF>SOCl 2 /DMF).