72338-57-9Relevant academic research and scientific papers
Synergistic cooperation of bi-active hydrogen atoms in protic carboxyl imidazolium ionic liquids to push cycloaddition of CO2 under benign conditions
Wang, Tengfei,Zhu, Xinrui,Mao, Lemin,Liu, Yi,Ren, Tiegang,Wang, Li,Zhang, Jinglai
, (2019/11/28)
Nine protic carboxyl imidazolium ionic liquids are synthesized. Then, they are employed to catalyze the chemical fixation of carbon dioxide (CO2) and propylene oxide leading to propylene carbonate in the absence of co-catalyst and organic solvent. HCPImBr presents the best catalytic activity with the product yield of 92% under reaction temperature 120 °C, CO2 initial pressure 1.5 MPa, catalyst amount 0.5 mol%, and reaction time 2.0 h. Even if the reaction temperature and CO2 initial pressure are decreased to 80 °C and 1.0 MPa, respectively, the 85% of product yield would be kept with the 1.0% catalyst dosage along with 12.0 h. With the exception of the most optimal reaction conditions, generality, and recyclability of HCPImBr are also investigated. More importantly, the reaction mechanism is investigated by the density functional theory, which is the first time to report the mechanism for protic carboxyl imidazolium ionic liquids. The catalytic activity of ionic liquids would be further improved with the reasonable combination of cation and anion.
Hofmann-type elimination in the efficient N-alkylation of azoles: Imidazole and benzimidazole
Horvath
, p. 102 - 106 (2007/10/02)
A simple and efficient preparation of 1-substituted 1H-azoles (imidazole and benzimidazole) has been developed, which involves a selective Hofmann-type elimination of the 2-cyanoethyl group from the azolium salts obtained by the reaction of halides with 1H-imidazole-1-propanenitrile and 1H-benzimidazole-1-propanenitrile. Overall yields of 1-substituted 1H-azoles decreased in the order: primary alkyl halides ≥ allylhalides ≥ secondary alkyl halides ≥ benzyl halides > α-keto halides, in relation to the alkylating agent, and imidazole ≥ benzimidazole, in relation to the azole, respectively.
Antiinflammatory carbinoloimidazoles
-
, (2008/06/13)
Antiinflammatory carbinoloimidazoles are provided which have the formula: STR1 or a pharmaceutically acceptable salt thereof, wherein R1 and R2 independently are H, F, Cl, Br, CH3, CF3 or S(O)n R
An improved and convenient procedure for the synthesis of 1-substituted imidazoles
Kamijo,Yamamoto,Harada,Iizuka
, p. 1213 - 1221 (2007/10/02)
1-Protected imidazoles, such as 1-acetyl- and 1-benzoylimidazoles, react with various halides, such as benzyl, allyl, α-keto, and alkyl halides, to give 1-protected-3-substituted imidazolium salts in high yields. The resultant imidazolium salts are easily deprotected by treatment with water or alcohols to give the corresponding 1-substituted imidazoles in excellent yields. In this reaction the yields of 1-substituted imidazoles vary with the kinds of halides used and/or with the protecting groups, and the yields increase in the following order: benzyl halides≥allyl halides~α-keto halides>alkyl halides, and acetyl≥benzoyl>ethoxycarbonyl>diethoxymethyl>trimethylsilyl>tosyl.
Highly selective inhibitors of thromboxane synthetase. 1. Imidazole derivatives
Iizuka,Akahane,Momose,Nakazawa,Tanouchi,Kawamura,Ohyama,Kajiwara,Iguchi,Okada,Taniguchi,Miyamoto,Hayashi
, p. 1139 - 1148 (2007/10/02)
The structure-activity relationships of imidazole derivatives as inhibitors of thromboxane (TX) synthetase were investigated. Introduction of various substituents (e.g., one or two methyl groups, a halogen atom, a methylidene group, unsaturated bonds, or a phenylene group) into the α position or other positions in the carboxy-bearing side chain of 1-(7-carboxyheptyl)imidazole was found to increase the inhibitory potency. The length of the side chains with the phenylene group was optimum for the inhibitory potency on TX synthetase in the region of 8.5-9.0 A. Among the tested imidazole derivatives, 1-(7-carboxy-7-methyl-2-octynyl)imidazole, 4-[3-(1-imidazolyl)-propyl]benzoic acid, and (E)-4-(1-imidazolylmethyl)cinnamic acid and its α-methyl analogue showed the highest potency with an IC50 in the range of 10-8 to 10-9 M. Inhibition by these derivatives was highly selective for the TX synthetase, since other enzymes such as fatty acid cyclo-oxygenase and prostacyclin synthetase were not affected.
