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Electro‐Oxidation of 3,4‐Dihydroxybenzoic Acid in the Presence of 6‐Methyl‐1,2,4‐Triazine‐3‐Thione‐5‐One: Unique Synthesis of 7 H ‐Thiazolo[3,2‐ b ]‐1,2,4‐Triazin‐7‐One Derivative in Aqueous Media
Author(s) -
Fotouhi Lida,
Nematollahi Davood,
Heravi Majid M.
Publication year - 2007
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.200700166
Subject(s) - chemistry , electrochemistry , yield (engineering) , benzoic acid , aqueous solution , derivative (finance) , triazine , medicinal chemistry , benzoquinone , reaction mechanism , nuclear chemistry , organic chemistry , electrode , catalysis , materials science , economics , financial economics , metallurgy
Abstract The electrochemical oxidation of 3,4‐dihydroxy benzoic acid ( 1 ) has been studied in the presence of 6‐methyl‐1,2,4‐triazine‐3‐thione‐5‐one ( 2 ) in aqueous solution. The oxidation mechanism of 1 and its reaction in the presence of 2 was offered. It was confirmed that 1 is converted to 7 H ‐thiazolo[3,2‐ b ]‐1,2,4‐triazin‐7‐one derivative 5 through Michael addition reaction of 2 to anodically generated o ‐benzoquinone. The results of the research were used for electrochemical synthesis of 5 in an undivided cell in good yield and purity.