Synthesis, structures, and antibacterial activities of 3-chloro-n'-(2-hydroxy-5-methoxybenzylidene)benzohydrazide and n'-(2-hydroxy-5-methoxybenzylidene)-3-methylbenzohydrazide

• XIAO-MING HU ^[1] ; LING-WEI XUE ^[1] ; GAN-QING ZHAO ^[1] ; WEI-CHUN YANG ^[1]
  1. [1] Pingdingshan University College of Chemistry and Chemical Engineering
• Localización: Journal of the Chilean Chemical Society (Boletín de la Sociedad Chilena de Química), ISSN-e 0717-6309, ISSN 0366-1644, Vol. 60, Nº. 3, 2015, págs. 2997-3000
• Idioma: inglés
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• Resumen

  • By reaction of 5-methoxysalicylaldehyde with 3-chlorobenzohydrazide and 3-methylbenzohydrazide, respectively, two structurally similar hydrazone compounds, 3-chloro-N'-(2-hydroxy-5-methoxybenzylidene)benzohydrazide (1) and N'-(2-hydroxy-5-methoxybenzylidene)-3-methylbenzohydrazide (2), were synthesized. The compounds were characterized by elemental analyses, infrared and UV-vis spectra, and single crystal X-ray diffraction. The crystal of 1 crystallizes in monoclinic space group P2/n, with unit cell dimensions a = 5.8872(8) Å, b = 31.649(2) Å, c = 7.6309(9) Å, β = 94.427(2)°, V = 1417.6(3) ų, Z = 4, R1 = 0.0462, wR2 = 0.1053. The crystal of 2 crystallizes in orthorhombic space group Pbca, with unit cell dimensions a = 10.415(1) Å, b = 9.781(1) Å, c = 29.548(2) Å, V = 3010.2(5) ų, Z = 8, R1 = 0.0519, wR2 = 0.1577. The compounds were assayed for antibacterial (Bacillus subtilis, Escherichia coli, Pseudomonas fluorescence and Staphylococcus aureus) and antifungal (Aspergillus niger and Candida albicans) activities by MTT method.