90430-54-9Relevant academic research and scientific papers
Acylation of Heterocycles with Carbonic Acid Derivatives. IV. Reaction of Benzoxazolin-2-thione with Aryl Cyanates. Kinetics and Mechanism
Glatt, Hans-Horst,Bacaloglu, Radu,Csunderlik, Carol,Muntean, Doina,Martin, Dieter
, p. 129 - 138 (2007/10/02)
The arylcyanate benzoxazoline-2-thione (1) reaction in the presence and absence of the tertiary amines yields 1-aryloxyiminocarbonylbenzoxazoline-2-thione (2) and 2-thiocyanato-benzoxazole (4).A mechanism is proposed based on the influences of the reactants concentration, the concentration and basicity of tertiary amines, the solvent-water concentration, the arylcyanate substituents electronic effects on the reaction rate and the apparent activation parameters.This mechanism consists in the nucleophilic attack of the benzoxazoline-2-thione S-atom on the cyanate, followed by rearrangement through a four-center transition state.
