95705-20-7Relevant academic research and scientific papers
PROCESS FOR PRODUCTION OF N,N';N''-TRISUBSTITUTED ISOCYANURIC ACIDS
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Page/Page column 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
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 (2007/10/03)
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.
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%).
CATALYSTS COMPRISING CYCLIC ACYLUREA COMPOUNDS AND PROCESSES FOR PRODUCTION OF ORGANIC COMPOUNDS WITH THE SAME
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, (2008/06/13)
A catalyst of the invention includes a cyclic acylurea compound having a cyclic acylurea skeleton represented by following Formula (I): wherein R is a hydrogen atom or a hydroxyl-protecting group; n is 1 or 2; G is a carbon atom or a nitrogen atom, where two Gs are the same or different when n is 2. The catalyst may include the cyclic acylurea compound and a metallic compound in combination. In the presence of the catalyst, (A) a compound capable of forming a radical is allowed to react with (B) a radical scavenging compound and thereby yields an addition or substitution reaction product of the compound (A) and the compound (B) or a derivative thereof. This catalyst can produce an organic compound with a high selectivity in a high yield as a result of, for example, an addition or substitution reaction under mild conditions.
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.
Reactions with 1-benzotriazolecarboxylic acid chloride. VIII. Synthesis of N-hydroxyisocyanate derivatives
Butula, Ivan,Takac, Milena Jadrijevic-Mladar
, p. 569 - 574 (2007/10/03)
1,3,5-Trihydroxy-1,3,5-triazine-2,4,6(1H,3H,5H-)-trione (5), the trimer of hypothetical acid HO-N=C=O, was synthesized by hydrogenolysis of 1,3,5-tribenzyloxy-1,3,5-triazine-2,4,6(1H,3H,5H)-trione (4). Similarly, the 1-(N-hydroxycarbamoyl)benzotriazole (6
