95705-20-7Relevant articles and documents
PROCESS FOR PRODUCTION OF N,N';N''-TRISUBSTITUTED ISOCYANURIC ACIDS
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Page/Page column 9-10, (2008/06/13)
A process produces an N,N',N"-trisubstituted isocyanuric acid represented by following Formula (4): wherein R is a hydroxyl-protecting group, by heating an N-substituted carbamic acid derivative represented by following Formula (1): wherein R has the same
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%).
Oxidation of substituted toluenes with molecular oxygen in the presence of N,N′,N″-Trihydroxyisocyanuric acid as a key catalyst
Hirai, Naruhisa,Sawatari, Naoko,Nakamura, Norihiro,Sakaguchi, Satoshi,Ishii, Yasutaka
, p. 6587 - 6590 (2007/10/03)
N,N′,N″-Trihydroxyisocianuric acid (THICA) was found to be a very efficient catalyst for the oxidation of alkylbenzenes with dioxygen. Thus, a variety of meta- and para-substituted toluenes bearing an electron-withdrawing substituent such as cyanotoluene, chlorotoluene, and toluic acid under O2 (1 atm) in the presence of THICA (5 mol %) and Co(OAc)2 (0.5 mol %) at 100 °C were smoothly oxidized to the corresponding benzoic acids in almost quantitative yields. The aerobic oxidation of toluene by THICA was compared with that by N-hydroxyphthalimide. p-Xylene was efficiently oxidized by THICA to telephthalic acid in high yield (over 95%) under mild conditions.