Synthesis, characterization and antimicrobial activity of some new N-formyl tetrahydropyrimidine derivatives

نویسندگان

1 Bhakt kavi Narsinh Mehta University, Junagadh, India

2 Department of Chemistry, Saurashtra University, Rajkot – 362005, Gujrat, India

doi
10.22034/crl.2024.440377.1288
چکیده

A sequence of N-formyl tetrahydropyrimidine derivatives, N-(4-chloro/methoxyphenyl)-3-formyl-6-methyl-4-aryl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxamides (4a-l) were synthesized by the formylation of N-(4-chloro/methoxyphenyl)-6-methyl-4-aryl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxamides (3a-l) by dry dimethyl formamide (DMF) and phosphorous oxychloride at 70 °C temperature. Formerly, compounds (3a-l) were synthesized by the condensation of N-(4-chloro/methoxyphenyl)-3-oxobutanamide (1), various aromatic aldehydes (2a-f) and urea with catalytic amount of concentrated hydrochloric acid under reflux temperature. The structures of the synthesized various N-formyl tetrahydropyrimidines have been characterized by using elemental analysis, Infrared, 1H-NMR, 13C-NMR spectroscopy and further supported by Mass spectroscopy. All the products have been screened for their in-vitro biological assay like antibacterial activity towards Gram-positive and Gram-negative bacterial strains and antifungal activity towards Aspergillus niger at a concentration of 40 µg/ml. It was showing that the compounds 4a, 4b, 4e, 4i, 4k and 4l displayed inspirational antibacterial and antifungal activity compared to the used reference standard.