55179-68-5Relevant academic research and scientific papers
Acylation of Heterocycles with Carbonic Acid Derivatives. I. Kinetics and Mechanism of the Reaction of 2-Aminobenzimidazoles with Aryl Cyanates
Glatt, Hans Horst,Bacaloglu, Ilse,Ky, Truong The,Boeriu, Carmen,Bacaloglu, Radu,et. al.
, p. 803 - 808 (2007/10/02)
The second order rate constants for the reaction of 2-amino-benzimidazoles (2-ABI) with aryl cyanates forming 2-amino-benzimidazole aryl ester imide 3 have been determined in dependence on substituent effects by u. v. measurements.The results are interpreted by a six-membered cyclic transition state in which the electrophilic attack of the cyanate on the endocyclic N atom is catalyzed by an H bridge interaction of the exocyclic amino group of 2-ABI with the OCN group.
Structure and Reactivity of Heterosubstituted Nitriles. 24. Kinetics and Mechanism of the Reaction of o-Phenylen diamine with Aryl Cyanates
Glatt, Hans Horst,Bacaloglu, Ilse,Ky, Truong The,Boeriu, Carmen,Bacaloglu, Radu,et al.
, p. 1053 - 1062 (2007/10/02)
The second and third order rate constants for the reaction of o-phenylene diamine with aryl cyanates to 2-amino benzimidazole phenylester imide in water/dioxane have been determined by i.r. measurements.The reaction proceeds through a bimolecular and a trimolecular mechanism simultaneously.In the slow step of the bimolecular process an electrophilic attack of the aryl cyanate on o-phenylene diamine takes place in a seven membered cyclic transition state.The slow step of the trimolecular mechanism consists of a nucleophilic attack of the diamine on a phenole aryl cyanate associate by a six membered cyclic transition state.The final products of both reactions are formed by successive fast reactions.
