Synthesis and characterization of new (E)-N'-(substituted benzylidene)-2-(3-(2-methyl)-4-oxo-3,4-dihydroquinazolin-2-ylthio)acetohydrazides

Authors

AAMER SAEED
SHAMS-UL MAHMOOD
ULRICH Flörke

DOI

10.3906/kim-1306-20

Abstract

A small library of new azomethine derivatives of 3-aryl-2-thioxo-2,3-dihydroquinazolin-4(1H)-ones was synthesized. The key intermediates 2-thioxo-quinazolinones (3a--e), obtained in 2 steps from the corresponding anilines, were treated with methyl chloroacetate to afford S-substituted esters (4a,d), which were then converted into corresponding acetohydrazides (5a,d). Further, acetohydrazide (5d) was converted to the azomethines derivatives (6a--k) by reacting with a number of suitably substituted benzaldehydes. FTIR, ^1H NMR, ^{13}C NMR, GC-MS, and elemental analyses were used to confirm the assigned structures of the synthesized compounds. Further, compounds 3a, 5, and 6j were also confirmed by X-ray diffraction data.

Keywords

Synthesis, crystal structures, 3, 4-dihydroquinazolines, acetohydrazides, azomethines

First Page

275

Last Page

287

Recommended Citation

SAEED, AAMER; MAHMOOD, SHAMS-UL; and Flörke, ULRICH (2014) "Synthesis and characterization of new (E)-N'-(substituted benzylidene)-2-(3-(2-methyl)-4-oxo-3,4-dihydroquinazolin-2-ylthio)acetohydrazides," Turkish Journal of Chemistry: Vol. 38: No. 2, Article 10. https://doi.org/10.3906/kim-1306-20
Available at: https://journals.tubitak.gov.tr/chem/vol38/iss2/10