109-12-6Relevant academic research and scientific papers
Allyl amines as ammonia equivalents in the preparation of anilines and heteroarylamines
Jaime-Figueroa, Saul,Liu, Yanzhou,Muchowski, Joseph M.,Putman, David G.
, p. 1313 - 1316 (1998)
A series of anilines and heteroarylamines were synthesized in moderate to excellent yields by palladium catalyzed cross coupling reaction of aryl or heteroaryl halides with allyl- or N,N-diallylamine followed by deallylation.
Degradation of sulfadiazine antibiotics by water falling film dielectric barrier discharge
Rong, Shao-Peng,Sun, Ya-Bing,Zhao, Ze-Hua
, p. 187 - 192 (2014)
A new water falling film dielectric barrier discharge was applied to the degradation of sulfadiazine in the aqueous solution. The various parameters that affect the degradation of sulfadiazine and the proposed evolutionary process were investigated. The results indicated that the inner concentrations of 10 mg/L sulfadiazine can be all removed within 30 min. The optimum pH value was 9.10 and both strong acidic and alkaline solution conditions were not suitable for the degradation. The degradation of sulfadiazine can be enhanced by the addition of hydrogen radical scavengers, but be inhibited by adding hydroxyl radical scavengers. The water falling film dielectric barrier discharge was rather ineffective in mineralization, because of the intermediates were recalcitrant to be degraded. The existence of Fe2+ and CCl 4 in the liquid phase can promote the degradation and mineralization of sulfadiazine. It was found that the degradation of SDZ was enhanced by CCl4 was mainly because of the increase of OH due to the reaction of CCl4 with H that reduce the chances of their recombination with OH. Based on the 8 intermediate products identified by LC-MS, the proposed evolution of the degradation process was investigated.
Kinetic and mechanistic investigations on the oxidation of N'-heteroaryl unsymmetrical formamidines by permanganate in aqueous alkaline medium
Fawzy, Ahmed,Shaaban, Mohamed R.
, p. 379 - 386 (2014)
Kinetic studies on the oxidation of two substituted azinyl formamidines (Azn-Fs), namely N,N-dimethyl-N'-(pyrimidin-2-yl) formamidine (Pym-F) and N,N-dimethyl-N'-(pyridin-2-yl) formamidine (Py-F), by alkaline permanganate have been performed by spectrophotometry. The spectroscopic and kinetic evidence reveals the formation of 1:1 intermediate complexes between the oxidant and substrates. The influence of pH on the oxidation rates indicated that the reactions are base-catalyzed. The reactions show identical kinetics, being first order each in [MnO4 -]0 and [Azn-F] 0, but with a fractional first-order dependence on [OH-]. The effect of temperature on the reaction rate has been studied. Increasing ionic strength has no significant effect on the rate. The final oxidation products of Pym-F and Py-F were identified as 2-aminopyrimidine and 2-aminopyridine, respectively, in addition to dimethyl amine and carbon dioxide. Under comparable experimental conditions, the oxidation rate of Py-F is higher than that of Pym-F. A reaction mechanism adequately describing the observed kinetic behavior is proposed, and the reaction constants involved in the different steps of the mechanism have been evaluated. The activation parameters with respect to the rate-limiting step of the reactions, along with thermodynamic quantities, are presented and discussed.
Efficient synthesis of aminopyridine derivatives by copper catalyzed amination reactions
Elmkaddem, Mohammed K.,Fischmeister, Cedric,Thomas, Christophe M.,Renaud, Jean-Luc
, p. 925 - 927 (2010)
A copper(i) catalyzed amination reaction utilizing aqueous ammonia and operating under mild conditions is presented. This method was employed for the efficient synthesis of various aminopyridine derivatives bearing electron withdrawing and electron donating groups. The Royal Society of Chemistry 2010.
C2-Selective, Functional-Group-Divergent Amination of Pyrimidines by Enthalpy-Controlled Nucleophilic Functionalization
Ham, Won Seok,Choi, Hoonchul,Zhang, Jianbo,Kim, Dongwook,Chang, Sukbok
supporting information, p. 2885 - 2892 (2022/02/23)
Synthesis of heteroaryl amines has been an important topic in organic chemistry because of their importance in small-molecule discovery. In particular, 2-Aminopyrimidines represent a highly privileged structural motif that is prevalent in bioactive molecules, but a general strategy to introduce the pyrimidine C2-N bonds via direct functionalization is elusive. Here we describe a synthetic platform for site-selective C-H functionalization that affords pyrimidinyl iminium salt intermediates, which then can be transformed into various amine products in situ. Mechanism-based reagent design allowed for the C2-selective amination of pyrimidines, opening the new scope of site-selective heteroaryl C-H functionalization. Our method is compatible with a broad range of pyrimidines with sensitive functional groups and can access complex aminopyrimidines with high selectivity.
Ordered mesoporous carbon as an efficient heterogeneous catalyst to activate peroxydisulfate for degradation of sulfadiazine
Cao, Di,Chen, Fan,Cheng, Hao,Huang, Cong,Li, Zhi-Ling,Liang, Bin,Nan, Jun,Sun, Kai,Wang, Ai-Jie
supporting information, (2022/01/26)
Catalytic potential of carbon nanomaterials in peroxydisulfate (PDS) advanced oxidation systems for degradation of antibiotics remains poorly understood. This study revealed ordered mesoporous carbon (type CMK) acted as a superior catalyst for heterogeneous degradation of sulfadiazine (SDZ) in PDS system, with a first-order reaction kinetic constant (k) and total organic carbon (TOC) mineralization efficiency of 0.06 min?1 and 59.67% ± 3.4% within 60 min, respectively. CMK catalyzed PDS system exhibited high degradation efficiencies of five other sulfonamides and three other types of antibiotics, verifying the broad-degradation capacity of antibiotics. Under neutral pH conditions, the optimal catalytic parameters were an initial SDZ concentration of 44.0 mg/L, CMK dosage of 0.07 g/L, and PDS dosage of 5.44 mmol/L, respectively. X-ray photoelectron spectroscopy and Raman spectrum analysis confirmed that the defect structure at edge of CMK and oxygen-containing functional groups on surface of CMK were major active sites, contributing to the high catalytic activity. Free radical quenching analysis revealed that both SO4?? and ?OH were generated and participated in catalytic reaction. In addition, direct electron transfer by CMK to activate PDS also occurred, further promoting catalytic performance. Configuration of SDZ molecule was optimized using density functional theory, and the possible reaction sites in SDZ molecule were calculated using Fukui function. Combining ultra-high-performance liquid chromatography (UPLC)–mass spectrometry (MS)/MS analysis, three potential degradation pathways were proposed, including the direct removal of SO2 molecules, the 14S-17 N fracture, and the 19C-20 N and 19C-27 N cleavage of the SDZ molecule. The study demonstrated that ordered mesoporous carbon could work as a feasible catalytic material for PDS advanced oxidation during removal of antibiotics from wastewater.
Ruthenium-Catalyzed Reductive Arylation of N-(2-Pyridinyl)amides with Isopropanol and Arylboronate Esters
Ronson, Thomas O.,Renders, Evelien,Van Steijvoort, Ben F.,Wang, Xubin,Wybon, Clarence C. D.,Prokopcová, Hana,Meerpoel, Lieven,Maes, Bert U. W.
supporting information, p. 482 - 487 (2019/01/04)
A new three-component reductive arylation of amides with stable reactants (iPrOH and arylboronate esters), making use of a 2-pyridinyl (Py) directing group, is described. The N-Py-amide substrates are readily prepared from carboxylic acids and PyNH2, and the resulting N-Py-1-arylalkanamine reaction products are easily transformed into the corresponding chlorides by substitution of the HN-Py group with HCl. The 1-aryl-1-chloroalkane products allow substitution and cross-coupling reactions. Therefore, a general protocol for the transformation of carboxylic acids into a variety of functionalities is obtained. The Py-NH2 by-product can be recycled.
A PLA-TiO2 particle brush as a novel support for CuNPs: A catalyst for the fast sequential reduction and: N -arylation of nitroarenes
Barot, Nirav,Shaikh, Tauhid,Kaur, Harjinder
, p. 5347 - 5354 (2017/07/11)
The present study describes the synthesis and characterization of dispersible copper nanoparticles on a PLA-TiO2 particle brush and their catalytic efficiency in conducting sequential reactions. The prepared CuNP@PLA-TiO2 was characterized using various techniques like SEM, TEM, EDAX, FT-IR, TGA, XRD and UV-vis spectroscopy. The support controlled the size of the nanoparticles between 2-6 nm and prevented their agglomeration during catalysis. A zeta potential of -70.3 mV was measured for the dispersed catalyst, which indicated its high stability in solution. The nanoparticles were effectively used for the synthesis of biphenyl amines from nitro arenes by sequentially carrying out reduction and N-arylation in a single pot. The short reaction time of N-arylation and recyclability are the hallmark of the developed catalytic system.
Product and Mechanism of Gas-phase Pyrolysis of 2-arylidinehydrazinopyrimidines: Interesting Route to Condensed Heterocycles [1]
Al-Awadi, Sundus A.,Ibrahim, Maher R.,El-Dusouqui, Osman M. E.,Al-Awadi, Nouria A.
, p. 1812 - 1816 (2015/11/09)
Gas-phase pyrolysis of N-arylidine-N′-pyrimidin-2-yl-hydrazine derivatives 1a, 1b, 1c, 1d, 1e gave the corresponding arylnitriles 2a, 2b, 2c, 2d, 2e, 2-aminopyrimidine 3, 3-phenyl-1,2,4-triazolo[4,3-a]pyrimidines 4, 2-phenyl-1,2,4-triazolo[1,5-a]pyrimidines 5, 2,4,5-triphenyl-1H-imidazole 6, and 2,3-diphenylquinoline 7. The analyses of the reaction products are reported and used to elucidate the mechanism of the pyrolytic process.
Polymethylhydrosiloxane derived palladium nanoparticles for chemo- and regioselective hydrogenation of aliphatic and aromatic nitro compounds in water
Damodara, Dandu,Arundhathi, Racha,Ramesh Babu, T. Venkata,Legan, Margaret K.,Kumpaty, Hephzibah J.,Likhar, Pravin R.
, p. 22567 - 22574 (2014/06/23)
Chemo- and regioselective hydrogenation of a wide range of aliphatic, unsaturated, aromatic and heteroaromatic nitro compounds into their corresponding amines has been achieved with highly efficient polysiloxane-stabilised "Pd" nanoparticles on NAP-magnesium oxide supports using an environmentally friendly hydrogenating agent, polymethylhydrosiloxane [PMHS] in water. Highly stable and active Pd nanoparticles were prepared by the reduction of NAP-Mg-PdCl4 with PMHS, which serves as a reducing agent as well as a capping agent. The well-dispersed palladium nanoparticles on NAP-MgO catalysts also exhibit excellent regioselectivity in the hydrogenation of dinitrobenzenes to the corresponding nitroanilines. The catalyst has high durability against sintering during the hydrogenation reaction and can be reused with no loss in its activity. This journal is the Partner Organisations 2014.
