70989-54-7

Upstream product

• 70989-49-0 2-thioxo-benzooxazole-3-carboximidic acid phenyl ester 
• 2382-96-9 benzo[d]oxazole-2-(3H)-thione 
• 2983-74-6 4-methoxyphenyl cyanate 

Relevant academic research and scientific papers

Acylation of Heterocycles with Carbonic Acid Derivatives. IV. Reaction of Benzoxazolin-2-thione with Aryl Cyanates. Kinetics and Mechanism

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.

Cyanic Acid Esters. 29. Bezoxazoline-thione-N-imid Esters and Their Consecutive Reactions

Oxazoline-thiones-(2) and aryl cyanates react to form the corresponding isoureas 4.These compounds are remarkably stable against electrophilic reagents.The aminolysis of 4 proceeds two pathwais: a transformation of the imid ester residue to the amin and a ring opening reaction by attack of the amin to the C=S-bond.The hydrazinolysis causes a ring-transformation of the oxazoline- to the 1,3,4-triazole systems.