Chemistry is an experimental science, Recommanded Product: 619-72-7, and the best way to enjoy it and learn about it is performing experiments.Introducing a new discovery about 619-72-7, Name is 4-Nitrobenzonitrile, molecular formula is C7H4N2O2, belongs to nitriles-buliding-blocks compound. In a document, author is Fesenko, Anastasia A..
Different pathways in the reaction of N-(tosylmethyl)-substituted ureas, thioureas, and N ‘-cyanoguanidines with sodium cyanide. Synthesis of alpha-ureido nitriles, alpha-ureido amides, and hydantoin imino derivatives
Reaction of N-(tosylmethyl)-substituted ureas, thioureas, and N’-cyanoguanidines, prepared by condensation of the corresponding amides with various aldehydes and p-toluenesulfinic acid, with NaCN has been studied. The outcome of the reaction is strongly dependent on the amide nature and reaction conditions. Generally, N-(tosylmethyl)ureas afford alpha-ureido nitriles, N-(tosylmethyl)-N’-cyanoguanidines transform into 4-amino-2-cyanimino-1,5-dihydro-2H-imidazoles, and N-(tosylmethyl)thioureas give complex mixtures of various imidazole derivatives. The prepared alpha-ureido nitriles are selectively converted into the corresponding alpha-ureido amides by treatment with conc. HCl at room temperature. Under basic conditions, alpha-ureido nitriles cyclize into 4-amino-1,5-dihydro-2H-imidazole-2-ones. Treatment of 4-amino-2-cyanimino-1,5-dihydro-2H-imidazoles with conc. HCl at room temperature lead to hydrolysis of both the amidine fragment and cyano group to give hydrochlorides of 2-(carbamoylimino)imidazolidin-4-ones which are easily decarbamoylated to form hydrochlorides of 2-iminoimidazolidin-4-ones. Structure of the prepared imidazoles and some mechanistic aspects of cyanide-anion amidoalkylation with N-(tosylmethyl)ureas are discussed based on DFT calculations. (C) 2020 Published by Elsevier Ltd.
Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 619-72-7, in my other articles. Recommanded Product: 619-72-7.