2-Anilino-4,6-dimethylpyridine-3-carbonitrile, an Intermediate in the Synthesis of 5-Aminobenzo[b][1,8]naphthyridines

Abstract

Crystal data CI4HI3N3Mo Ka radiation Mr = 223.28 A = 0.71073,4, AbstractIn the title compound, (-)-cis-3-acetyl-2,2-dimethylcyclobutanecarboxylic acid, C9HI403, carboxyl-toketone chains (catemers) are formed between screwrelated molecules spiraling along the b cell axis, with an O--H...O distance of 2.747 (3)A. The carboxyl C=:O Acta Co'stallographica Section C

Structural, topological and vibrational properties of an isothiazole derivatives series with antiviral activities

“…The C]C stretching modes in 1,3-benzothiazole derivatives are assigned at 1608 and 1584 cm À1 [49] while in these isothiazole derivatives they can be clearly assigned between 1605 and 1511 cm À1 , as predicted by SQM calculations. Here, the C3eS19 stretching modes associated with the Fig.…”

“…In general, the bond distances show a good correlation with the experimental values in both media (RSMD values between 0.038 and 0.035 Å) while the bond angles slightly increase in aqueous solution (RSMD: 1.1e1.5 ), in relation to the values in gas phase (RSMD: 1.1e0.8 ). Note that the predicted bond length values by the calculations are higher than the experimental ones, as observed in other molecules [32,49]. On the other hand, the highest variations are observed in the dihedral angles of the six derivatives in gas phase, as it is expected because in this medium the molecules move freely and, also, because in the theoretical calculations the packing forces that maintain the rigid molecules were not considered in the gas phase.…”

“…S2. Table 2 shows a comparison of the calculated geometrical parameters for those six stable species by using the B3LYP/6-31G* method in both media with the experimental values reported for a series of isothiazole derivatives by Zhu et al [47], for 5-chloro-2-phenyl-1,3-benzothiazole by Yousuf et al [48] and for 2-anilino-4,6-dimethylpyridine-3-carbonitrile by Mefetah et al [49] by means of the root-mean-square deviation (RMSD) values. In general, the bond distances show a good correlation with the experimental values in both media (RSMD values between 0.038 and 0.035 Å) while the bond angles slightly increase in aqueous solution (RSMD: 1.1e1.5 ), in relation to the values in gas phase (RSMD: 1.1e0.8 ).…”

A Comparative Study on the Structural and Vibrational Properties of Two Potential Antimicrobial and Anticancer Cyanopyridine Derivatives

“…Table 1 show the calculated geometrical parameters for the two studied cyanopyridine derivatives in gas and aqueous solution phases by using the B3LYP/6-31G * level of theory. The theoretical values were compared with the experimental ones determined by Mefetah et al for 2-anilino-4,6-dimethylpyridine-3-carbonitrile by using X-ray diffraction method by means of the root mean square deviation (RMSD) [14]. The results show that for both molecules the calculated bond length and angles values are in agreement with the experimental ones with RSMD values for bond length between 0.004 and 0.005 Å while the difference for the bond angles are between 0.7˚ and 0.8˚.…”

“…Furthermore, the knowing of its structures is also very important because it permits their quickly identifications by means of vibrational spectroscopy. So far, the crystal and molecular structures of both compounds were not determined and only the structure of 2-anilino-4,6-dimethylpyridine-3-carbonitrile, an intermediate in the synthesis of 5-aminobenzo [b] [1] [8] naphthyridines was published by Mefetah et al [14]. On the other hand, the crystal structure of 4-cyanopyridine was determined by Laing et al [15] from three-dimensional single crystal X-ray data collected by standard film techniques while the structure of the 4-cyanopyridinium dihydrogen phosphate-isonicotinonitrile-phosphoric acid compound was refined by Wang [16] who has determined that this compound has a asymmetric unit because it contains one 4-cyanopyridinium cation, one 2 4 H PO − anion, one independent isonicotinonitrile molecule and one independent H 3 PO 4 molecule.…”