Synthesis of N-[1-(2-Acetyl-4,5-dimethoxyphenyl)propan-2-yl]benzamide and Its Copper(II) Complex

• Published in: Russian journal of general chemistry Vol. 93; no. 1; pp. 161 - 165
• Main Authors: Marinova, P., Nikolova, S., Tsoneva, S.
• Format: Journal Article
• Language: English
• Published: Moscow Pleiades Publishing 2023; Springer Nature; Springer Nature B.V
• Subjects: Acylation; Benzamide; Chemical synthesis; Chemistry; Chemistry and Materials Science; Chemistry, Multidisciplinary; Chemistry/Food Science; Coordination compounds; Copper; Copper chloride; Melting points; NMR; Nuclear magnetic resonance; Physical Sciences; Science & Technology; copper(II) complexes; in silico prediction; complexation; ketoamides; LIGAND; CARBOXYLIC-ACIDS; AMIDES
• ISSN: 1070-3632; 1608-3350
• DOI: 10.1134/S1070363223010218

This paper represents a convenient method for the synthesis of N -[1-(2-acetyl-4,5-dimethoxyphenyl)propan-2-yl]benzamide and its Cu(II) complex. In silico analysis predicted spasmolytic activity for the compound. Based on the in silico calculations, the importance of the predicted ketoamide, and our previous experiments, we synthesized the ketoamide via ortho -acylation of N -[1-(3,4-dimethoxyphenyl)propan-2-yl]benzamide with acetic anhydride in polyphosphoric acid. We applied the title ketoamide in reaction with Cu(II) varying the solvents. We found that the reaction leads to the formation of a coordination compound when the ligand dissolved in DMSO reacts with a water solution of CuCl 2 in an alkaline environment in a molar ratio M : L : OH – = 1 : 2 : 2. The structures of the new compounds are discussed based on their melting points, IR, 1 H, 13 C NMR and Raman spectral data.