143435-52-3Relevant articles and documents
Aerobic oxidation of trimethylbenzenes catalyzed by N,N′,N″-trihydroxyisocyanuric acid (THICA) as a key catalyst
Hirai, Naruhisa,Tatsukawa, Yoshinobu,Kameda, Michiko,Sakaguchi, Satoshi,Ishii, Yasutaka
, p. 6695 - 6699 (2006)
The oxidation of trimethylbenzenes was examined with air or O2 using N,N′,N″-trihydroxyisocyanuric acid (THICA) as a key catalyst. Thus, 1,2,3-, 1,2,4-, and 1,3,5-trimethylbenzenes under air (20 atm) in the presence of THICA (5 mol %), Co(OAc)2 (0.5 mol %), Mn(OAc)2, and ZrO(OAc)2 at 150 °C were oxidized to the corresponding benzenetricarboxylic acids in good yields (81-97%). In the aerobic oxidation of 1,2,4-trimethylbenzene by the THICA/Co(II)/Mn(II) system, remarkable acceleration was observed by adding a very small amount of ZrO(OAc)2 to the reaction system to form 1,2,4-benzenetricarboxylic acid in excellent yield (97%). In contrast, no considerable addition effect was observed in the oxidation of 1,3,5-trimethylbenzene. This aerobic oxidation by the present catalytic system provides an economical and environmentally benign direct method to benzenetricarboxylic acids, which are very important polymer materials.
Metal-Free: A novel and efficient aerobic oxidation of primary amines to oximes using N, N', N''-trihydroxyisocyanuric acid and acetaldoxime as catalysts in water
Yu, Jiatao,Lu, Ming
, p. 1873 - 1878 (2014/08/18)
A general, efficient, and metal-free method for aerobic oxidation of aromatic primary amines to the corresponding oximes catalyzed by N,N',N''-trihydroxyisocyanuric acid and acetaldoxime with water as solvent is described. This practical method can use air as economic and green oxidant, water as green solvent, and tolerates a wide range of substrates, which can afford the target oximes in moderate to good yields. Georg Thieme Verlag Stuttgart. New York.
Development of an efficient method for preparation of 1,3,5- trihydroxyisocyanuric acid (THICA) and its use as aerobic oxidation catalyst
Hirai, Naruhisa,Kagayama, Takashi,Tatsukawa, Yoshinobu,Sakaguchi, Satoshi,Ishii, Yasutaka
, p. 8277 - 8280 (2007/10/03)
1,3,5-Trihydroxyisocyanuric acid (THICA), which serves as an efficient radical-producing catalyst from hydrocarbons, was successfully prepared by two methods. The reaction of O-benzylhydroxyamine with phenyl chloroformate gave formbenzyloxycarbamic acid phenyl ester of which subsequent treatment with dimethylaminopyridine (DMAP) produced 1,3,5-tribenzyloxyisocyanurate leading to THICA by hydrogenation with H2 on Pd/C. The other method involved the direct synthesis of 1,3,5-tribenzyloxyisocyanurate from O-benzylhydroxyamine and diphenyl carbonate. The aerobic oxidation of p-methylanisole catalyzed using THICA as a key catalyst afforded p-anisic acid in almost quantitative yield (>99%).