153838-13-2Relevant academic research and scientific papers
Reaction of Pyrazolopyrimidinethiones with Hydrazine: Synthesis of Novel Substituted Pyrazolopyrimidine and Pyrazolotetrazolopyrimidine Derivatives
Marei, Mohamed Gaber,El-Ghanam, Moneim
, p. 2175 - 2188 (2007/10/02)
5-Aryl-7-hydrazino-2-phenylpyrazolopyrimidines have been synthesised in excellent yields by the reaction of 5-aryl-2-phenylpyrazolopyrimidine-7(6H)-thiones with hydrazine hydrate in refluxing ethanol.The 7-hydrazino derivatives promoted dehydrazination as well as halogenation leading to the formation of the respective 3-halo-pyrazolopyrimidinones on reaction with bromine or iodine monochloride.Their nitration gave a mixture of 3-nitro-7-one and 7-azido-3-nitro derivatives.With nitrous acid, the corresponding 7-azido-pyrazolopyrimidines and pyrazolotetrazolopyrimidines were formed.The latter hitherto unknown tricyclic compounds can also be obtained on prolonged heating of the respective 7-azido derivatives in ethanol.This reaction furnishes a new method of synthesis of a new class of pyrazolo-tetrazolopyrimidines.The structure of the above compounds were confirmed from their spectral characteristics
