Synthesis and structural characterization of novel pyrazoline derivatives

Year 2021, Volume: 11 Issue: 2, 622 - 628, 15.04.2021

Gonca Çelik

https://doi.org/10.17714/gumusfenbil.830149

Cited By: 1

Abstract

Pyrazolines, which are nitrogen including five-membered heterocyclic structures, have been used in the organic and pharmaceutical industries. This study aimed was to synthesize and characterizes new series of 3,5-diphenyl-4,5-dihydro-1H-pyrazole derivatives. The new pyrazoline compounds have been synthesized from chalcones and hydrazine hydrate in two steps. In the first step, chalcones were synthesized from 2-amino acetophenone and various substituted benzaldehyde by Claisen-Schmidt condensation at room temperature. In second step, starting from various substituted chalcones derivatives with hydrazine hydrate and glacial acetic acid in anhydrous ethanol were synthesized six novel 3,5-diphenyl-4,5-dihydro-1H-pyrazole derivatives utilizing intramolecular Michael addition reaction in good yields. The structures of the newly synthesized 3,5-diphenyl-4,5-dihydro-1H-pyrazole derivatives are identified via 1H NMR, 13C NMR, FT-IR, and HRMS.

Keywords

Chalcone, Characterization, Pyrazoline, Synthesis

Yeni pirazolin türevlerinin sentezi ve yapı karakterizasyonu

Abstract

Heterosiklik moleküllerin azot içeren 5 halkalı üyesi olan pirazolinler organik ve eczacılık endüstrisinde kullanılırlar. Bu çalışmanın amacı, yeni 3,5-difenil-4,5-dihidro-1H-pirazol türevlerini sentezlemek ve karakterize etmektir. Yeni pirazolin türevleri kalkon ve hidrazin hidrattan iki adımda sentezlendi.İlk adımda, 2-amino asetofenon ve çeşitli substitue benzaldehitlerden oda sıcaklığında Claisen-Schmidt kondenzasyonuyla kalkonlar sentezlendi. İkinci adımda, farklı substitue kalkon türevlerinden başlanarak susuz etanol içinde hidrazin hidrat ile birlikte 6 adet yeni 3,5-difenil-4,5-dihidro-1H-pirazol türevleri molekül içi Michael katılması reaksiyonu kullanılarak iyi verimle sentezlendi. Sentezlenen tüm yeni 3,5-difenil-4,5-dihidro-1H-pirazol türevlerinin yapıları 1H NMR, 13C NMR, FT-IR ve HRMS yardımıyla aydınlatıldı.

Keywords

Kalkon, , Karakterizasyon, Pirazolin, Sentez

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