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2019 | 117 | 221-227
Article title

Microwave synthesis and antibacterial activities of some 2-amino-6-(phenylthio)pyridine-3,5-dicarbonitrile derivatives containing 1,3,4-oxadiazole moiety

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EN
Abstracts
EN
5-(4-Aminophenyl)-2-thiol-1,3,4-oxadiazole (3) was synthesized via the reaction of carbon disulfide with 4-aminobenzoyl hydrazide in presence of potassium hydroxide in absolute ethanol. Compound 3 was converted to the corresponding diazonium salt which was introduced in coupling reaction with alkaline solution of 2-hydroxybenzaldehyde as coupling reagent to give azooxadiazole derivative (4) containing aldehyde group. The resulting aldehyde (4) was then introduced in condensation reactions with the aromatic Thiophenol derivatives including using microwave irradiation technique in absolute ethanol to produce ten 2-amino-4-(2-hydroxy-5-((4-(5-mercapto-1,3,4-oxadiazol-2-yl)phenyl)diazenyl)phenyl)-6-(phenylthio)pyridine-3,5-dicarbonitrile derivatives (5a-j), respectively in vitro Antibacterial activity of the target compounds were investigated using two types of bacteria, Staphylococcus aureus (Gram-positive) and Escherichia coli (Gram-negative). The results indicated that the newly synthesized 2-amino-4-(2-hydroxy-5-((4-(5-mercapto-1,3,4-oxadiazol-2-yl)phenyl) diazenyl)phenyl)-6-(phenylthio)pyridine-3,5-dicarbonitrile derivatives (compounds 5d and 5f) showed enhanced activity against Gram-negative bacteria when compared with that of the control drug (gentamycin).
Keywords
Year
Volume
117
Pages
221-227
Physical description
Contributors
  • Chemical Research Laboratory, Department of Chemistry, Saurashtra University, Rajkot - 360005, Gujarat, India
  • Chemical Research Laboratory, Department of Chemistry, Saurashtra University, Rajkot - 360005, Gujarat, India
References
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Document Type
short_communication
Publication order reference
Identifiers
YADDA identifier
bwmeta1.element.psjd-8e919c30-d0a7-4891-90f1-e150048b54d5
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