Synthesis and characterization of new 4,5-dihydropyrazol-1-yl derivatives

• Published in: Synthetic communications Vol. 49; no. 18; pp. 2417 - 2424
• Main Authors: Özdemir Güney, Funda, İlhan, İlhan Özer, Akkoç, Senem
• Format: Journal Article
• Language: English
• Published: Philadelphia Taylor & Francis 17-09-2019; Taylor & Francis Ltd
• Subjects: Acetophenone; Aldehydes; Benzaldehyde; Chalcone; Chemical analysis; Derivatives; Heterocyclic compounds; Infrared analysis; NMR; Nuclear magnetic resonance; pyrazoline derivatives; Synthesis
• ISSN: 0039-7911; 1532-2432
• DOI: 10.1080/00397911.2019.1627457

In this study, first, a series of chalcone compounds S1-S6 were synthesized from various acetophenone derivatives (acetophenone, p-methyl acetophenone, and p-methoxy acetophenone) and aromatic aldehyde derivatives (benzaldehyde, p-methyl benzaldehyde, and p-methoxy benzaldehyde) by the Claisen-Schmidt condensation reaction. These S1-S6 compounds were then used in the preparation of 4,5-dihydropyrazol-1-yl derivatives S7-S15. Finally, four new compounds S16-S19 were synthesized from compound (S7, S8, S9, and S12) and 2,4-dinitrophenylhydrazine. Therefore, three known and ten new heterocyclic compounds were synthesized and completely characterized using
1
H NMR,
13
C NMR, IR, and elemental analysis.