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Tuesday, April 24 • 2:20pm - 2:40pm
Synthesis Of Pyrazoline Derivatives From Chalcones

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Synthesis of pyrazoline derivatives has been an active field of research due to the established biological and pharmaceutical activities of these compounds such as antibacterial, anti-inflammatory, and anticancer properties. Pyrazoline derivatives can be produced from the cyclization of chalcones with hydrazine hydrate and an aryl aldehyde. The goal of this project is aza-Michael addition of aliphatic amines to various α,β unsaturated carbonyl compounds as a novel approach for pyrazoline synthesis using ionic solvents. Previous research has proven that the use of DBU (1,8-diazabicyclo[5.4.0]-undec7-ene-8) as a catalyst/promoter for aza-Michael addition can provide high yields and has the additional advantage of good reusability. However, the “one pot” total synthesis of pyrazoline derivatives has proven to produce low yields. In this project, the reaction between chalcone (1a-d), hydrazine hydrate, and benzaldehyde with [DBU][Ac] (1,8-diazabicyclo[5.4.0]-undec7-en-8-ium acetate) acting as a catalyst was found to successfully synthesize various pyrazoline derivatives (2a-d). Compound 2b had the highest yield of the four compounds (58.6%) and further research will need to be completed to maximize the yields of the products. The successful synthesis of the derivatives provides a new methodology for the creation of pyrazoline, and supplies incentive for further investigation of the use of ionic liquids as catalysts in the addition of nitrogenous groups to α,β unsaturated carbonyl compounds.


Tuesday April 24, 2018 2:20pm - 2:40pm PDT
202 Zeis Hall

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