Investigation of Vilsmeier–Haack Formylation Reactions on Substituted 4‐Aryl‐2‐Aminothiazole Derivatives DOI
Abdullah Biçer

ChemistrySelect, Journal Year: 2025, Volume and Issue: 10(17)

Published: April 30, 2025

Abstract In this study, the Vilsmeier–Haack formylation reactions involving 4‐phenyl‐ N ‐2‐aminothiazole derivatives including urea, thiourea, methyl, and acetamide in presence of POCl 3 ‐DMF were systematically examined. The showed structural selectivity, such that either thiazole ring, phenyl group, or amino group was formylated instead compounds with N,N ‐dimethylformimidamide groups formed by combining free present reaction medium. single crystals molecules ( 7 ) ‐benzyl‐4‐phenylthiazol‐2‐amine 17 ‐(5‐methyl‐4‐phenylthiazol‐2‐yl)acetamide successfully obtained, their structures elucidated via X‐ray crystallography. All synthesized characterized using FT‐IR, 1 H‐NMR, 13 C‐NMR techniques. crystal structure compound exhibits an O,S‐syn conformation. Moreover, density functional theory (DFT) calculations for conducted. highest occupied molecular orbital (HOMO) lowest unoccupied (LUMO) energy levels along electrostatic potential (MEP) surfaces ascertained. Quantum chemical parameters obtained from ∆E value used to evaluate reactivity, stability, electronic behavior molecules.

Language: Английский

Investigation of Vilsmeier–Haack Formylation Reactions on Substituted 4‐Aryl‐2‐Aminothiazole Derivatives DOI
Abdullah Biçer

ChemistrySelect, Journal Year: 2025, Volume and Issue: 10(17)

Published: April 30, 2025

Abstract In this study, the Vilsmeier–Haack formylation reactions involving 4‐phenyl‐ N ‐2‐aminothiazole derivatives including urea, thiourea, methyl, and acetamide in presence of POCl 3 ‐DMF were systematically examined. The showed structural selectivity, such that either thiazole ring, phenyl group, or amino group was formylated instead compounds with N,N ‐dimethylformimidamide groups formed by combining free present reaction medium. single crystals molecules ( 7 ) ‐benzyl‐4‐phenylthiazol‐2‐amine 17 ‐(5‐methyl‐4‐phenylthiazol‐2‐yl)acetamide successfully obtained, their structures elucidated via X‐ray crystallography. All synthesized characterized using FT‐IR, 1 H‐NMR, 13 C‐NMR techniques. crystal structure compound exhibits an O,S‐syn conformation. Moreover, density functional theory (DFT) calculations for conducted. highest occupied molecular orbital (HOMO) lowest unoccupied (LUMO) energy levels along electrostatic potential (MEP) surfaces ascertained. Quantum chemical parameters obtained from ∆E value used to evaluate reactivity, stability, electronic behavior molecules.

Language: Английский

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