One-Pot, Three-Component Synthesis of Pyrido[2,3-d]Pyrimidinones Using Aluminate Sulfonic Acid Nanocatalyst under Grinding Technique
Grinding a mixture of 6-aminopyrimidine-2,4(1H,3H)-dione 1a or 6-amino-2-thioxo-2,3-dihydropyrimidine-4(1H)-one 1 b or ethyl 7-amino-5-oxo-1-aryl-1,5-dihydro[1,2,4]-triazolo[4,3-a]pyrimidine-3-carboxylate derivatives 5a–c with 1,2-diphenylethanone 2 and aromatic aldehydes 3a–j in the presence of aluminate sulfonic acid nanoparticles (ASA NPs) in a one pot solvent-free conditions, afforded the pyrido[2,3-d]pyrimidinone derivatives 4a–o and ethyl 5-oxo-1-aryl-6,7,8-triphenyl-1,5,6,9-tetrahydropyrido[2,3-d][1,2,4]triazolo[4,3-a]pyrimidine-3-carboxylate derivatives 6a–c, respectively. High yields, short reaction time, easy workup, inexpensive, and reusability of the catalyst are advantages of this method. All structures were elucidated by spectral and elemental analyses. Structures of 6a–c were further proved by alternative synthesis of 6a.