%0 Journal Article
%T Measurement and Correlation for Solubility of Some Pyrimidine Derivatives in Different Solvents
%A Kapil Bhesaniya
%A Shipra Baluja
%J Journal of Applied Chemistry
%D 2014
%R 10.1155/2014/450294
%X Some new pyrimidine derivatives have been synthesized and their characterization was done by IR, NMR, and mass spectral data. The solubility of these synthesized compounds has been studied in methanol, N,N dimethylformamide (DMF), and carbon tetrachloride (CCl4) by gravimetrical method from 298.15 to 328.15£¿K under atmospheric pressure and the solubility data were correlated against temperature. The solubility is found to increase with temperature and order of solubility is DMF > methanol > CCl4. The experimental solubility data is correlated with the modified Apelblat equation. Some thermodynamic parameters such as dissolution enthalpy, Gibbs energy of dissolution, and entropy of mixing have also been calculated. 1. Introduction The pyrimidine ring is an important structure in numerous natural products and bioactive compounds [1]. Further, the pyrimidine nucleus is present as a building block in materials science [2, 3]. Literature survey reveals that as pharmacologically active compounds, substituted pyrimidine scaffolds have become increasingly important with antimicrobial [4, 5], antimalarial [6], anticancer [7], and antimycotic activities [1]. So, it will be interesting to study their solubility in different solvents due to their various applications, which may help their uses in other fields also. Thus, in the present paper, solubility of some pyrimidine derivatives in methanol, DMF, and CCl4 from 298.15 to 328.15£¿K has been studied at atmospheric pressure. Some thermodynamic parameters such as dissolution enthalpy, Gibbs energy of dissolution, and entropy of mixing have also been calculated. 2. Experimental 2.1. Materials The choice of solvent depends upon solubility and relative permeability. 2,4-Dichloropyrimidine (DCP) (CAS no.: 3934-20-1) and 4-((1H-1,2,4-triazol-1-yl)methyl)aniline (TMA) (CAS no.: 119192-10-8) used in the synthesis were purchased from Sigma-Aldrich. N,N-diisopropylethylamine (DIPEA) (CAS no.: 7087-68-5), the solvents methanol, dimethylformamide (DMF), and carbon tetrachloride (CCl4) used in the present work were of AR grade supplied by Spectrochem Pvt. Ltd. (Mumbai, India) and were purified according to the standard procedure [8]. The purity of solvents was checked by GC-MS (SHIMADZU-Model no.-QP-2010) and found to be greater than 99.0%. 2.2. Synthesis A mixture of 2,4-dichloropyrimidine (DCP) (1.0 equi.), 4-((1H-1,2,4-triazol-1-yl)methyl)aniline (TMA), and N,N-diisopropylethylamine (DIPEA) (1.2 equi.) in n-Butanol was refluxed for 3£¿h. The completion of reaction was confirmed by analytical thin layer chromatography (TLC).
%U http://www.hindawi.com/journals/jac/2014/450294/