Jasneet Rana, R. P. Chaudhary
May 28, 2021
Citations
0
Influential Citations
2
Citations
Journal
Journal of Molecular Structure
Abstract
Abstract Reaction of dimedone and arylisothiocyanate in triethyl amine produced carbothioamide 2 which on condensation with hydrazine or phenyl hydrazine generated 3-substitued-2H-indazole 3 or 2,3-disubstituted-2H-indazole 5, respectively instead of the expected regioisomers 3-substitued-1H-indazole 4 or 1,3-disubstituted-1H-indazoles 6. Spectral data (IR, NMR and Mass) were of little help for structural differentiation. The prototropic tautomerism studies of 3-substituted-2H-indazol-4-ones have been described on the basis of spectral, LC-MS and DFT studies. The structural ambiguity was resolved by X-ray diffraction studies of compound 5 and validated by theoretical studies on the structure 5a and its regioisomer 6a. Photophysical studies (UV and fluorescence) of compounds 3 and 5 in different solvents are also reported.