Author:
Karimi Nasrin,Davoodnia Abolghasem,Pordel Mehdi
Abstract
Abstract
The reaction of 2-amino-4-aryl-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitriles with excess aliphatic carboxylic acids in the presence of phosphoryl chloride (POCl3) afforded new 2-alkyl-5-aryl-8,8-dimethyl-8,9-dihydro-3H-chromeno[2,3-d]pyrimidine-4,6(5H,7H)-diones in high yields. The suggested mechanism involves a tandem intramolecular Pinner/Dimroth rearrangement. The synthesized compounds were characterized by infrared (IR), proton nuclear magnetic resonance (1H NMR), carbon-13 nuclear magnetic resonance (13C NMR) and elemental analysis.
Reference92 articles.
1. Synthesis and antibacterial activity of some new benzo[5,6]chromeno[2,3-d]pyrimidines;Russ. J. Bioorg. Chem.,2017
2. Anticancer activities, molecular docking and structure–activity relationship of novel synthesized 4H-chromene, and 5H-chromeno[2,3-d]pyrimidine candidates;Med. Chem. Res.,2017
3. TiO2-SiO2 Catalyzed eco-friendly synthesis and antioxidant activity of benzopyrano[2,3-d]pyrimidine derivatives;J. Heterocycl. Chem.,2017
4. Anticancer activities, molecular docking and structure–activity relationship of novel synthesized 4H-chromene, and 5H-chromeno[2,3-d]pyrimidine candidates;Med. Chem. Res.,2017
5. Ultrasound promoted L-proline catalyzed facile synthesis and antimicrobial evaluation of 4H-chromeno[2,3-d] pyrimidine derivatives incorporated with quinoline moiety;Indian Drugs,2017
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