Oruganti, M.Pallepogu, R.Trivedi, D.R.2026-02-052014Journal of Chemical Sciences, 2014, 126, 5, pp. 1291-13029743626https://doi.org/10.1007/s12039-014-0693-xhttps://idr.nitk.ac.in/handle/123456789/26476Six new salts of an API intermediate 2-aminothiazole with different carboxylic acid coformers were synthesized and characterized by IR (Infrared spectroscopy), 1H-NMR, DSC (Differential scanning calorimetry), XRPD (X-ray powder diffraction) and single crystal XRD. The crystal structure of the salts with benzoic acid, 2,3-, 2,4-, 2,5-, 2,6- dihydroxybenzoic acids and 2,4-dinitrobenzoic acid were determined. The thiazole moiety exhibited solvent (polarity) assisted tautomerism in all reported salts and proton transfer was noticed to the ring N of thiazole due to which two point supramolecular synthon N+-H(thiazole)?O-(acid), N-H(amine)?O-(acid) was observed. The crystal structures were studied with respect to the positional effect of the competing functional groups like hydroxyl (-OH) and nitro (-NO<inf>2</inf>) as well as their donor and acceptor abilities for hydrogen bonding. The presence of the non-conventional hydrogen bond (C-H?O) has been found to play a critical role in the formation of secondary supramolecular architectures. © 2014 Indian Academy of Sciences.Catalytic oxidationCrystal structureDifferential scanning calorimetryFunctional groupsHydrogen bondsInfrared spectroscopySaltsSingle crystalsSupramolecular chemistryX ray powder diffraction2-aminothiazolesDihydroxybenzoic acidsDonor and acceptorDsc(differential scanning calorimetry)Substituted benzoic acidsSupramolecular architecturesSupramolecular synthonsSynthonsBenzoic acidIdentification of robust synthon in the molecular salts of 2-aminothiazole with substituted benzoic acids: A case study