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JOURNAL OF THERMAL ANALYSIS AND CALORIMETRY · 2024 · IF 3

4-(1H-tetrazole-5-yl-amino)-1,2,4,5-tetrazin-1-one (TATzO) metal salts: promising pyrotechnic agent

Zhang Cong,Guo Yan,Xiao Libai,Gao Hongxu,Zhao Fengqi,Huang Jie,Lü Xingqiang,Ma Haixia

Three 4-(1 H -tetrazole-5-yl-amino)-1,2,4,5-tetrazine-1-one (TATzO) metal salts, K 2 (TATzO)(H 2 O) ( 1 ) and Mg(TATzO)(H 2 O) 6 ·2H 2 O ( 2 ) and Sr(TATzO)(H 2 O) 4 ( 3 ), were synthesized and characterized using Fourier transform infrared (FTIR), elemental analysis, single-crystal X-ray diffraction, and powder X-ray diffraction patterns. The crystal structure and hydrogen bonding interactions have been analyzed. It turns out that 1 and 3 crystallize into a three-dimensional topological network and have strong π – π stacking and hydrogen bonding interactions. Furthermore, the geometric optimization of 1 – 3 was performed using B3LYP-D3/def2svp in Gaussian 16 software package and then analyzed by reduced density gradient. The thermal behavior was conducted using differential scanning calorimetry and thermogravimetric (TG). The decomposition temperature of the three complexes exceeds 250 °C, much higher than that of TATzO (230 °C). The thermal decomposition products of 1 were further studied using thermogravimetric-Fourier transform infrared-mass spectrometry (TG/FTIR/MS). The impact sensitivity test indicated that making complexes can help decrease the sensitivity of the original energetic ligand. Graphical abstract

研究领域: 材料科学 · 化学
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ACS Sustainable Chemistry & Engineering · 2018 · IF 6.14

Highly Efficient Synthesis of Quinazoline-2,4(1H,3H)-diones from CO2 by Hydroxyl Functionalized Aprotic Ionic Liquids

Guiling Shi,Kaihong Chen,Yongtao Wang,Haoran Li,Congmin Wang

Ionic liquids can be designed by varying a great deal of anions and cations offering efficient CO2 capture or CO2 utilization. Generally, the anion played a key role, but the cation did not have a significant impact. Here, a strategy for rational design of functionalized ionic liquids for efficient synthesis of quinazoline-2,4(1H,3H)-diones from CO2 has been developed through tuning the cations of aprotic ionic liquids. The basicity of cation affects its catalytic activity dramatically and the hydrogen bond from cation can promote this reaction. Then, hydroxyl functionalized ionic liquid [Ch][Im] was designed, which exhibited the best catalytic activity in this reaction. Through the combination of quantum-chemical calculations, NMR spectroscopic investigations, and controlled experiments, the results indicate that in situ generated [Ch][Im]-CO2 complex is the real catalyst. Furthermore, aprotic IL [Ch][Im] exhibits good generality and reuseability. Remarkably, quinazoline-2,4(1H,3H)-dione can also be obtained under simulated flue gas system on a gram scale with excellent yield using [Ch][Im] as catalyst. As we know, this is the first time that obtains quinazoline-2,4(1H,3H)-dione in excellent yield under flue gas condition.

CAS / MDL: 51-17-2 288-88-0
研究领域: 化学 · 材料科学
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Reaction Chemistry & Engineering · 2022 ·Vol. 7 ·期 9 ·1968-1977 · IF 5.2

Room-temperature conversion of CO2 into quinazoline-2,4(1H,3H)-dione using deep eutectic solvents at atmospheric pressure with high efficiency

Yu Chen,Chong Liu,Yaoting Duan,Dongkun Yu,Zhenghui Liu,Yuting Li,Ruifen Shi,Yuting Guo,Tiancheng Mu

Highly efficient and sustainable conversion of CO2 into quinazoline-2,4(1H,3H)-dione at room temperature and atmospheric pressure is challenging. Deep eutectic solvents (DESs) are considered as the green solvents of the 21st century, which are also designable with high tunability and high atom efficiency. Here, DESs are for the first time used to catalyze the CO2 conversion into quinazoline-2,4(1H,3H)-dione at room temperature and atmospheric pressure with high efficiency and nearly 100% yield. This work provides a sustainable way for the efficient conversion of CO2 into quinazoline-2,4(1H,3H)-dione by DESs at room temperature and atmospheric pressure.

研究领域: 化学 · 环境科学 · 可持续发展
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CHINESE JOURNAL OF CHEMICAL ENGINEERING · 2023 · IF 3.8

A simple hydroxypyridine ionic liquids for conversion of CO2 into quinazoline-2,4(1H,3H)-diones under atmospheric conditions

Bowen Jiang,Meiling Weng,Jigang An,Yuewei Fan,Jia Liu,Ying Liu,Ting Yu,Leizhi zheng,Guoqiang Yang,Zhibing Zhang

The transformation of CO 2 into high value-added product is a promising pathway for utilizing CO 2 . However, the process tends to require harsh reaction conditions owing to CO 2 chemical inertness. Designing a high efficiency catalytic system with environmentally benign characteristic are important determinants. In this work, protic ionic liquids [TMG][2-OPy] were prepared via one-step neutralization between 1,1,3,3-tetramethylguanidine and 2-hydroxypyridine, applying to the domain of synthesizing quinzoline-2,4(1H , 3H) - diones from CO 2 and 2-aminobenzontiles without any solvent or metal, achieving the yield of 97% at 90 °C for 8 h under atmospheric. A series of substrates with good to acceptable yield were detected, revealing the generality and universality of the catalyst. Furthermore, the system could be facilely reused for at least six runs, retaining the yield of 94%. A preliminary kinetic equation is calculated with the activation energy of 68 kJ·mol −1 , and a plausible reaction mechanism was put forward. This study highlights that the [TMG][2-OPy] enables to activate CO 2 carboxylation efficiently.

CAS / MDL: 123-41-1
研究领域: 化学 · 环境科学
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ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES · 2017 ·Vol. 72 ·期 4 ·257-261 · IF 0.631

Two copper(II) coordination polymers constructed by bis(4-(1H-imidazol-1-yl)phenyl)methanone and dicarboxylate ligands

Gao-Feng Wang,Xiao Zhang,Shu-Wen Sun,Hong Sun,Hui Li,Hui-Xuan Ma,Yu-Peng Tang,Xiao-Na Gao,Lei Yang

Two new copper(II) complexes, {[Cu(bipmo)(npa)]} n ( 1 ) and {[Cu(bipmo)(pa)]} n ( 2 ) (bipmo=bis(4-(1 H -imidazol-1-yl)phenyl)methanone), were synthesized by solvothermal methods and structurally characterized by elemental analyses, infrared spectroscopy, and single-crystal X-ray diffraction. The results from single-crystal X-ray diffraction data indicate that the solid state structures of 1 and 2 consist of neutral metal aromatic carboxylate layers, which are pillared by the weak interactions to generate 3D architectures. The topological structures of 1 and 2 are uninodal nets based on 4-connected nodes with the Schläfli symbol of (6 5 ·8).

研究领域: 化学 · 材料科学
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RUSSIAN JOURNAL OF ORGANIC CHEMISTRY · 2026 ·Vol. 62 ·期 7 ·154 · IF 0.8

Humic Acid as a Recyclable Green Catalyst for the Synthesis of 2,3-Dihydroquinazolin-4(1H)-ones in Water

Zhai Le,Zhang Bomin,Wang Hongshe

A green and highly efficient protocol has been developed for the synthesis of 2,3-dihydroquinazolin-4(1 H )-ones via the cyclocondensation of 2-aminobenzamide with various aldehydes or ketones. The reactions proceed smoothly at room temperature in water, utilizing a catalytic amount of humic acid as an environmentally benign, cost-effective, and highly recyclable heterogeneous catalyst. This operational method offers several key advantages, including the use of an aqueous medium, mild operating conditions, excellent product yields, simple workup procedures, and seamless scalability to a gram scale.

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JOURNAL OF STRUCTURAL CHEMISTRY · 2018 ·Vol. 59 ·期 3 ·744-747 · IF 0.521

Structural Characterization of a Cu(I)/Br Complex with Bis(4-(1H-Imidazol-1-Yl)Phenyl)Methanone Ligands

Sun S.-W.,Wang G.-F.

The synthesis of a novel Cu(I) complex with V-shaped bidentate ligands {[Cu(BIPMO)]×[CuBr 2 ]} n where BIPMO = bis(4-(1 H -imidazol-1-yl)phenyl)methanone is reported. It is characterized by IR spectroscopy, elemental analysis, and single crystal X-ray diffraction. Copper(I) ions in the complex are in a distorted environment in which donor atoms are provided by the bromide anion and nitrogen atoms of BIPMO ligands, respectively. Infinite anion chains formed by CuX 4 (X = Br or N) polyhedra are linked by BIPMO ligands to give rise to layers. Furthermore, the layers are linked into 3D networks through weak intermolecular interactions.

研究领域: 无机化学 · 材料科学 · 晶体学
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MOLECULES · 2025 ·Vol. 30 ·期 16 ·3400 · IF 4.6

Design, Synthesis, and Pharmacological Activity of the N-(4-(1H-1,2,4-Triazol-1-yl)phenyl)-substituted-amide Derivatives

Lina Hu,Mengjiao Li,Zheng Liu,Hui Yan,Xuekun Wang,Shiben Wang

To discover novel, potent anticonvulsant compounds, a series of compounds containing triazole structural fragments were synthesized and evaluated for their anticonvulsant activity. Compounds6f(maximal electroshock (MES), 50% effective dose (ED50) = 13.1 mg/kg; subcutaneous pentylenetetrazole (scPTZ), ED50= 19.7 mg/kg) and6l(MES, ED50= 9.1 mg/kg;scPTZ, ED50= 19.0 mg/kg) showed the best activity in MES andscPTZ tests. The results of an affinity test showed that the potent compounds had better binding to the GABAAreceptors. The results of an inhibitory neurotransmitter GABA content test in brain tissue indicated that compounds6fand6lexerted anticonvulsant activity which may be associated with the increase of GABA content in the rat brain. Elevated plus maze (EPM) assay results showed that compounds6fand6lpossessed anxiolytic effects, and their effects correlated with the binding sites of benzodiazepines (BZs) in the GABAAreceptors. Molecular docking was performed to investigate the interactions of the studied compound6lwith the GABAAreceptors on the molecular level.

研究领域: 药物化学 · 药理学 · 神经科学 · 有机合成
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EUROPEAN POLYMER JOURNAL · 2019 · IF 3.621

Supramolecularly toughened and elastic epoxy resins by grafting 2-ureido-4[1H]-pyrimidone moieties on the side chain

Peng Zhang,Lei Kan,Xinyue Zhang,Rui Li,Chuanqi Qiu,Ning Ma,Hao Wei

Multiple hydrogen bonds have been widely used to form a supramolecular network and endow materials with enhanced mechanical strength, good elasticity, and/or self-healing properties. In this study, 2-ureido-4[1H]-pyrimidone (UPy) compounds were synthesized and chemically grafted onto the side chain of epoxy resins. The UPy-modified epoxy resin demonstrated substantial improvements in toughness and elasticity compared with unmodified epoxy resin as proven by a tensile test and distortion test. The breaking elongation of the UPy-modified epoxy resin was 5 times higher than that of unmodified epoxy resin under a tensile test. In addition, the fracture mechanism of the modified epoxy resin matched with the ductile fracture rather than the brittle fracture of unmodified epoxy resins. The introduction of quadruple hydrogen bonds by chemical modification may provide a simple and effective way to design and prepare highly flexible thermosetting resin materials.

CAS / MDL: 111-36-4 9046-10-0
研究领域: 材料科学 · 化学工程
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Canadian Journal of Chemistry · 2018 ·Vol. 97 ·期 3 · IF 1.084

CO2 involved synthesis of quinazoline-2,4(1H,3H)-diones in water using melamine as a thermoregulated catalyst

Guo-Ying Zhao,Ling-Ling Mu,Latif Ullah,Meng Wang,Hong-Ping Li,Xin-Xin Guan

In this study, pharmaceutically relevant quinazoline-2,4(1H,3H)-diones were synthesized eco-efficiently by cycloaddition of CO2 and 2-aminobenzonitrile in water, catalyzed by melamine as a thermoregulated catalyst. Quinazoline-2,4(1H,3H)-dione was produced selectively with 92% yield at 120 °C, 4.2 MPa, and automatically separated from the hot catalytic aqueous solution, which was reused directly for several runs until its activity decreased in an obvious manner. Then, the catalyst melamine was recrystallized from the spent aqueous solution via simple cooling and reused for another several catalytic runs. The efficient valorization of CO2 and the straightforward stepwise recovery of the products and catalyst were important to save energy and minimize process waste for the practical industrial production.

研究领域: 有机化学 · 绿色化学
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INTEGRATED FERROELECTRICS · 2014 · IF 0.371

A Novel Electrochromic Copolymer of bis(4-(1H-pyrrol-1-yl)phenyl)methane and 3,4-ethylenedioxythiophene Prepared via Electrocopolymerization

Mi Ouyang,Pingjing Wang,Zhiyan Fu,Cheng Zhang

A novel copolymer based on bis(4-(1H-pyrrol-1-yl)phenyl)methane (BPM) and 3,4-ethylenedioxythiophene (EDOT) is successfully synthesized and characterized through electrochemical methods. The polymer film exhibits three distinct colors (khaki, yellow green, midnight blue) under different potentials, reasonable optical contrast (10% at 422 nm, 5% at 1100 nm) and fast swiching time (2.6 s at 422 nm, 2.2 s at 1100 nm). Beside, SEM images illustrates that the copolymer film presents a much smoother surface than that of the respective homopolymers, which means that the copolymer film have great potential in electrochromic device fabrication.

研究领域: 材料科学 · 电化学 · 高分子化学 · 光电子器件
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NEW JOURNAL OF CHEMISTRY · 2019 ·Vol. 43 ·期 41 ·16164-16168 · IF 3.069

Efficient transformation of CO2 into quinazoline-2,4(1H,3H)-diones at room temperature catalyzed by a ZnI2/NEt3 system

Shangqing Chen,Zheng Wang,Jiayin Hu,Yafei Guo,Tianlong Deng

The readily available ZnI2/NEt3 system was used firstly to catalyze the transformation of CO2 and 2-aminobenzonitriles into quinazoline-2,4(1H,3H)-diones at room temperature and low CO2 pressure in high yields. Further experiments indicated that this ZnI2/NEt3 system has excellent effects on activating both amino and cyano groups.

研究领域: 有机化学 · 催化化学
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