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

Abstract

A small library of new azomethine derivatives of 3-aryl-2-thioxo-2,3-dihydroquinazolin-4(1 H) -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, 1 H 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.

Synthesis, characterization and density functional theory investigations of monoacyl aniline derivatives

“…The experimental and optimized geometric parameters (bond lengths, bond angles and dihedral angles) have been listed in Table 1. The theoretical results are comparable with the reported structural parameters of related molecules [15][16][17][18][19]. The methoxy group on the benzene ring causes some changes in the C-C bond distances.…”

Synthesis, crystal structure, spectroscopic analysis and computational study of (Z)-1-(2,4-dinitrophenyl)-2-((E)-3-(4-methoxyphenyl)-1-(thiophen-2-yl) allylidene) hydrazine by DFT and AIM approach

“…For the title compound, the C-N (NO 2 ) bond lengths are 1.4528, 1.4591 Å and N-O bond lengths are in the range 1.2288-1.2466 Å, which are in agreement with the reported values. The C-N-O angles are reported [43] in the range 117.4-118.7º, where as for the title compound it is in range 117.4-118.7º.The bond angles of the NO 2 group of the title compound O17-N23-O29 = 122.8º, O29-N23-C5=118.7º, O17-N23-C5=118.5º and O16-N20-O26 = 124.7º , O16-N20-C13 =117.4º, O26-N20-C13=117.9º are in agreement with the values 123.5, 118.7, and 117.9º given by Saeed et al[44].…”

Synthesis and Characterization of New-2,3-Disubstituted Quinazolinone Derivatives as Antibacterial Agents

“…(10) shows the appearance of (s,1H,NH) peak at 9.65ppm, at 9.35ppm (s,1H,OH), at 5.67 ppm (s,2H,NH2) and at 7.14-8ppm (s,7H,Ar-H). The prepared compounds (5-6) a,b were synthesized by the reaction of compound (3-4) a,b and 3nitrobenzaldehyde in ethanol in presence of acataylic amount of glacial acetic acid [16]. The FT-IR spectrum of compounds (5-6)a,b, shows the disappearance of (NH2) stretching of hydrazine group and appearance of band for azomethine (C=N) group at (1608-1620 cm -1 ).…”