Efficient Electrosynthesis of 1,2,4‐Triazino[3,4‐b]‐1,3,4‐thiadiazine Derivatives.

Abstract

Efficient Electrosynthesis of 1,2,4-Triazino[3,4-b]-1,3,4-thiadiazine Derivatives. -Electrolysis of a mixture of catechols and the triazine (II) is studied in aqueous solution using cyclic voltammetry and controlled-potential coulometry. It results in isolation of title compounds (III) and (VI), which may be of pharmaceutical interest. -(FOTOUHI*, L.; MOSAVI, M.; HERAVI, M. M.; NEMATOLLAHI, D.; Tetrahedron Lett. 47 (2006) 48, 8553-8557; Dep. Chem., Fac. Sci., Alzahra Univ., Vanak, Tehran, Iran; Eng.) -Mais 12-171

Mechanistic study of homogeneous reactions coupled with electrochemical oxidation of catechols

“…The same results obtained in electrochemical oxidation of catechols (1) in the presence of pyrimidine-2-thiol derivatives (85) as nucleophiles (Scheme 25) [93][94][95][96].…”

“…This is motive for electrochemical oxidation of catechols (1) in the presence of 6-methyl-1,2,4-triazine-3-thion-5-one (76) as a bidentate nucleophile with S and N donors. The reaction mechanism is an ECEC mechanism with S-C intermolecular and N-C intramolecular Michael type addition reactions, respectively (Scheme 23) [87,88].…”

Electrochemical oxidation of catechol and 4-tert-butylcatechol in the presence of 1-Methyl-1H-imidazole-2-thiol: Synthesis and kinetic study

“…The quinones formed are quite reactive and can be attacked by nucleophiles. In this connection, the electrochemical oxidation of catechols in the presence of a variety of nucleophiles such as thiotriazines [9][10][11][12][13], barbituric acids [14] and 4-hydroxy-6-methyl-2-pyrone *Corresponding author. E-mail: lfotouhi@alzahra.ac.ir [15] has been reported.…”

Novel electrosynthesis of a condensed thioheterocyclic system containing a 1,2,4-triazole ring

“…All the products were characterized by physical and spectroscopic data (IR, 1 H NMR, 13 C NMR, and MS).…”

“…The reaction equipment was described in an earlier paper. 13 Upon completion of the reaction (4-5 h), the reaction mixture was quenched by pouring into water, and the product was extracted twice with CH 2 Cl 2 . The combined organic layers were dried over MgSO 4 .…”