An
expeditious green synthesis of Schiff bases and azetidinones
derivatised
with 1,2,4-triazoles
TASNEEM TAJ,
RAVINDRA R KAMBLE*, TEGGINAMATH GIREESH and
BHARATHI V BADAMI
PG Department of
Studies in Chemistry, Karnatak University, Dharwad 580 003, India
e-mail:
kamchem9@gmail.com
MS received 15
September 2010; revised 24 March 2011; accepted 6 April 2011
Abstract.
An efficient green approach to the synthesis of Schiff bases (11–21)
of 1-amino-2-aryl-3-oxo-1,2,4-
triazoles (1–3)
have been reported under Mg(ClO4)2 as catalyst followed by the reaction with
chloroacetyl
chloride in
solvent-free conditions to yield the azetidinones (22–32) with
excellent yields. The synthesized
compounds were
evaluated for the extent of penetration into biological membranes (clogP),
drug-likeliness and
finally drug score
was calculated and also screened for antitubercular and antimicrobial
activities.
Graphical
Abstract. An
efficient green approach to the synthesis of Schiff bases has been reported
using Mg(ClO4)2
as catalyst followed by the reaction with chloroacetyl chloride
in solvent-free conditions to yield azetidinone
derivatives.
Keywords. 1,2,4-Triazole; Schiff base; Mg(ClO4)2; azetidinone;
solvent-free; drug score; MIC.