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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

Author(s):

Nalla Krishna Rao, Tentu Nageswara Rao, Botsa Parvatamma, Y. Prashanthi and Ravi Kumar Cheedarala*   Pages 1 - 8 ( 8 )

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.

Keywords:

Condensation, Oxazolone, Isoquinoline, Antibacterial activity, NMR, Antimicrobial Activity.

Affiliation:

Department of Chemistry, Krishna University, Machilipatnam, Andhra Pradesh, School of Materials Science and Engineering, Changwon National University, Changwon, Gyeongnam, 641-773, Department of Organic Chemistry, Gayathri P.G Courses, Gotlam, Vizianagaram, AP, Department of Chemistry, Mahatma Gandhi University, Nalgonda, Telangana, Department of Chemistry, Pohang University of Science and Technology (POSTECH), San 31 Hyojadong, Pohang, Kyeongbuk 790-784



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