About Us

the possibility to use trichloroisocyanuric acid (TCCA) in chlorination reaction

During our program on the use of triazine derivatives in organic synthesis, we have reported a very mild and chemoselective oxidation of alcohols to both carbonyl and carboxylic compounds that uses trichloroisocyanuric acid in the presence of catalytic 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO). We were interested to study the possibility to use trichloroisocyanuric acid (TCCA) in chlorination reaction of amines instead of NCS, owing to its lower cost and higher stability. During our studies, a report on selective mild oxidation of primary amines to nitriles with trichloroisocyanuric acid (TCCA) appeared in the literature and in this context it appeared interesting to perform a more accurate investigation on the reactions between amines and trichloroisocyanuric acid (TCCA).
Thus, benzylamine, as a model substrate, was dissolved in dichloromethane and treated with an equimolar amount of trichloroisocyanuric acid (TCCA) at low temperature (<20 °C). After one hour, TLC analysis showed the complete absence of the amine and the aqueous work-up of the reaction mixture afforded N,N-dichlorobenzylamine in quantitative yields. No presence of benzonitrile was noted.
Trichloroisocyanuric acid (TCCA) is also common in the life. Now is the summer heat periods, in ponds often appear rancid flavor, which shows ponds has begun sources emerge, if not disinfected and treated, the infection will give pond bacteria, parasites, etc., pose a threat to aquaculture production. trichloroisocyanuric acid (TCCA) as a swimming pool disinfectant.