Abstract

Synthesis, characterization and antimicrobial activity of 7-methoxy quinoline-4- substituted 1, 2, 3-triazole derivatives

Author(s): Jakkali Chandregowda Dharshan, Karagadi Anantha Adiga Vishnumurthy, Yadav Dhasharatha Bodke, Hosadu Manjappaiah Vagdevi, Nayakarahatty Devanna Jayanna, Ramappa. Raghavendra

A series of 7-methoxy quinoline-4-substituted 1, 2, 3-triazoles have been synthesized by 1, 3- dipolar cycloaddition reaction of 4-azido-7-methoxy quinoline 2 with acetyl acetone and ethyl acetoacetate, respectively. The reaction of 2 with acetyl acetone afforded 1-(1-(7- methoxyquinolin-4-yl)-5-methyl-1H-1, 2, 3-triazol-4-yl) ethanone 3 and with ethyl acetoacetate afforded ethyl 1-(7-methoxyquinolin-4-yl)-5-methyl-1H-1, 2, 3-triazol-4-carboxylate 5. Compound 3 upon condensation with aromatic aldehydes gave 1-aryl (1-(7-methoxyquinolin-4- yl)-5-methyl-1H-1, 2, 3-triazol-4-yl) prop-2-en-1-ones 4a-f. Compound 5 is converted into its hydrazide 6 which upon further reaction with different aromatic aldehydes furnished Schiff’s bases, N-{1-arylmethylene}-1-(7-methoxy quinolin-4-yl)-5-methyl -1H-1,2,3-triazol-4- carbohydrazides 7a-f. The structure of newly synthesized 1, 2, 3-triazole derivatives have been characterized by IR, 1H NMR, 13C NMR and Mass spectral data. The synthesized compounds have been screened for antimicrobial activities.

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