Synthesis and antibacterial activity of some 5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazol-1-thiocarboxamides, 3-trifluoromethylpyrazol-1-thiocarboxamides and 4-aryl-2-(5(3)-trifluoromethyl-1-pyrazolyl)thiazoles |
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| Authors: | Ranjana Aggarwal Rajiv Kumar Sunil Kumar Gaurav Garg Ritu Mahajan Jitender Sharma |
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| Institution: | aDepartment of Chemistry, Kurukshetra University, Kurukshetra – 136 119 Haryana, India;bDepartment of Biotechnology, Kurukshetra University, Kurukshetra – 136 119 Haryana, India |
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| Abstract: | 5-Hydroxy-5-trifluoromethyl-4,5-dihydropyrazol-1-thiocarboxamides 3 and 3-trifluoromethylpyrazol-1-thiocarboxamides 4, regioselectively obtained by the condensation of trifluoromethyl-β-diketones with thiosemicarbazide under neutral and acidic conditions, on further reaction with phenacyl bromides 5 afforded 4-aryl-(5-trifluoromethyl-pyrazol-1-yl)thiazoles 6 and 4-aryl-(3-trifluoromethyl-pyrazol-1-yl)thiazoles 7, respectively. Five 4,5-dihydropyrazoles (3a–e) and two pyrazolylthiazoles (6a and 6c) were tested against one Gram-positive and one Gram-negative bacteria to assess their in vitro antibacterial activity. Compounds 3a, 3b and 3e showed moderate antibacterial activity against Gram-positive bacterium, Bacillus pumilus. |
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| Keywords: | 5-Hydroxy-5-trifluoromethyl-4 5-dihydropyrazol-1-thiocarboxamides 3-Trifluoromethylpyrazol-1-thiocarboxamides 3/5-Trifluoromethylpyrazolylthiazoles Trifluoromethyl-β-diketones Thiosemicarbazide Antibacterial activity |
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