Novel Synthesis of 4-Benzylidene-2-((1-phenyl-3,4-dihydroisoquinoline-2(1H)-yl)methyl) oxazol-5(4H)-one Derivatives Using 1,2,3,Tetrahydroisoquinoline and their Antimicrobial Activity

Abstract

AIMS: A series of six 4-benzylidene-2-((1-phenyl-3,4-dihydro isoquinoline-2(1H)-yl)methyloxazol-5(4H)-one derivatives were synthesized by condensation of substituted aryl aldehydes with 2-(2-(1-phenyl-3,4-dihydro isoquinoline-2(1H)-acetamido)acetic acid in the presence of sodium acetate, acetic anhydride and zinc oxide as a catalyst. BACKGROUND: Novel Synthesis of 4-Benzylidene-2-((1-phenyl-3,4-dihy droisoquinoline-2(1H)- yl)methyl)oxazol-5(4H)-one derivatives using 1,2,3,Tetrahydroisoquinoline and their Antimicrobial Activity. OBJECTIVE: The title compounds can be synthesized from 1,2,3,4-tetrahydroisoquinoline. METHOD: The target molecules i.e. 4-benzylidene-2-((1-phenyl-3, 4-dihydro isoquinoline-2(1H)-yl) methyl)oxazol5(4H)-one derivatives (8a-8f) have been synthesized from 1,2,3,4-tetrahydroisoquinoline which was prepared from benzoic acid in few steps. RESULT: All the six compounds were evaluated based on advanced spectral data (1H NMR, 13C NMR & LCMS) and the chemical structures of all compounds were determined by elemental analysis. CONCLUSION: Antibacterial activity of the derivatives was examined for the synthesized compounds and results indicate that compound with bromine substitution has a good activity profile.

Reusable Nano-Zirconia-Catalyzed Synthesis of Benzimidazoles and Their Antibacterial and Antifungal Activities

“…The formation of 3a was observed to have a high yield and the reaction with 2 mol% of nano-ZrO 2 and 2.5 mol% of catalyst showed a similar product yield of 92%. Therefore, the reaction was stabilized with 2 mol% of nano-ZrO 2 in dry ethanol [ 39 , 40 , 41 ].…”

“…The formation of 3a was observed to have a high yield and the reaction with 2 mol% of nano-ZrO 2 and 2.5 mol% of catalyst showed a similar product yield of 92%. Therefore, the reaction was stabilized with 2 mol% of nano-ZrO 2 in dry ethanol [39][40][41]. (20 mL) was heated at 60 • C under nitrogen for 3h in the presence of various catalysts, [b] determined by gas chromatography, [c] isolated yield, [d] commercially available catalysts, [e] zirconium was not detected in the filtrate with inductively coupled plasma (ICP) analysis.…”