Studies on dithizone analogues. Part 3. Kinetics and mechanism of cyclodehydrofluorination of 1,5-bis-(2-fluorophenyl)-3-mercaptoformazan

Abstract

The dehydrofluorination product of 1,5-bis-(2-fluorophenyl)-3-mercaptoformazan (I) in methanol, ethanol, propanol, or glacial acetic acid was isolated and identified as 2-(2-fluorophenylazo)-4H-1.3,4,-bnezothiadiazine (II). The stoicheiometry of this reaction was found to be (I)→(II)+ HF. The kinetics have been investigated in various solvents and appropriate mechanisms are suggested.