Evaluación de enlaces por puente de hidrógeno en hidrobenzotiazoles 2-piridin sustituidos

Jesús Alberto Alvarez-Hernández; Uvaldo Hernández-Balderas; Simplicio González-Montiel; José Guadalupe Alvarado-Rodríguez; Noemí Andrade-López

doi:10.29057/icbi.v3i6.570

Jesús Alberto Alvarez-Hernández Universidad Autónoma del Estado de Hidalgo
Uvaldo Hernández-Balderas Universidad Autónoma del Estado de Hidalgo
Simplicio González-Montiel Universidad Autónoma del Estado de Hidalgo
José Guadalupe Alvarado-Rodríguez Universidad Autónoma del Estado de Hidalgo
Noemí Andrade-López Universidad Autónoma del Estado de Hidalgo

DOI: https://doi.org/10.29057/icbi.v3i6.570

Keywords: Hydrogen bonds, 1H NMR, X-ray diffraction, hydrobenzothiazoles

Abstract

In this work, the study of hydrogen bonds in the hydrobenzothiazoles 2-pyridin substituted of general formula {(C₆H₄CSNH)(C₅H₄N)R} [(1), R = H; (2), R = C₆H₅; (3), R = C₅H₄N] in solution and solid state by NMR, infrared and X-ray diffraction is described, Figure 1. On the one hand, for 2 and 3, the¹H NMR data in CDCl₃ solution displayed the predominance of an intramolecular hydrogen bonding NH•••N that is formed between the hydrogen atom of the NH group with the pyridinic nitrogen atom forming a five-membered ring. On the other hand, the ¹H NMR spectra of 1 – 3 in DMSO-d₆ solution showed the formation of intermolecular hydrogen bonds of type NH•••OS(CH₃)₂. In solid state, the NH•••N intramolecular hydrogen bonding for 1 – 3 by infrared and X-ray diffraction has been also established.

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