Abstract

A series of new Schiff bases derived from 2-aminopyridenes and various aromatic aldehydes have been synthesized and thoroughly investigated by 1H and 13C NMR spectroscopy. The imines were found to exist as only a single E-isomer at ambient temperature. Interestingly, 1H- and 13C-NMR chemical shifts of the (CH=N) amino group are affected by the type of substituent group (X) on the aryl ring. Furthermore UV and IR Spectra of some of the title compounds are also reported.

Highlights

  • Schiff bases appear to be an important intermediate in a number of enzymatic reactions involving interaction of an enzyme with an amino or a carbonyl group of the substrate

  • One of the most important types of catalytic mechanism is the biochemical process which involves the condensation of a primary amine in an enzyme usually that of a lysine residue, with a carbonyl group of the substrate to form an imine, or Schiff base

  • The stereochemistry of the free imines was determined on the basis of their 1H and 13C-NMR spectral data

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Summary

Introduction

Schiff bases appear to be an important intermediate in a number of enzymatic reactions involving interaction of an enzyme with an amino or a carbonyl group of the substrate. One of the most important types of catalytic mechanism is the biochemical process which involves the condensation of a primary amine in an enzyme usually that of a lysine residue, with a carbonyl group of the substrate to form an imine, or Schiff base. Many studies have been carried out on various rings such as triazoles, pyrazoles, oxadiazoles, and imidazoles to develop new antibacterial agents. In view of these reports, the synthesis of a new series of substituted 2-aminopyridine derivatives is reported here since pyridine derivatives continue to attract great interest due to the wide variety of interesting biological activities observed in these compounds, such as anticancer, analgesic, antimicrobial, and antidepressant, activities [1]-[8].

Instruments
Synthesis of Schiff’s Bases
Results and Discussion
The Stereochemistry of the Schiff’s Bases
Conclusion
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