1640-60-4Relevant articles and documents
Ionic liquid[DBUH][BO2]: an excellent catalyst for chemical fixation of CO2under mild conditions
Wang, Zheng,Li, Da,Chen, Shangqing,Hu, Jiayin,Gong, Yanxi,Guo, Yafei,Deng, Tianlong
, p. 4611 - 4616 (2021)
The green basic IL[DBUH][BO2]was easily synthesized for the first time and used to catalyze the cycloaddition of CO2and epoxides under solvent- and halogen-free conditions at atmospheric pressure and room temperature with high target product yields. Moreover, this IL could be easily recovered and reused at least five times without activity loss. The basic anion and the cation with N-H had excellent synergistic catalytic effects on promoting these reactions. Particularly, this basic IL, the anion of which had a strong nucleophilic ability, was also very effective for the reactions of CO2and 2-aminobenzonitriles into quinazoline-2,4(1H,3H)-diones, giving the desired products in high yields at atmospheric pressure and room temperature.
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McKee et al.
, p. 940 (1947)
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Application of quinazoline and pyrido[3,2-: D] pyrimidine templates to design multi-targeting agents in Alzheimer's disease
Mohamed, Tarek,Mann, Mandeep K.,Rao, Praveen P. N.
, p. 22360 - 22368 (2017)
A quinazoline and pyrido[3,2-d]pyrimidine based compound library was designed, synthesized and evaluated as multi-targeting agents aimed at Alzheimer's disease (AD). The SAR studies identified compound 8h (8-chloro-N2-isopropyl-N4-ph
Discovery of 2-(4-Substituted-piperidin/piperazine-1-yl)-N-(5-cyclopropyl-1H-pyrazol-3-yl)-quinazoline-2,4-diamines as PAK4 inhibitors with potent A549 cell proliferation, migration, and invasion inhibition activity
Wu, Tianxiao,Pang, Yu,Guo, Jing,Yin, Wenbo,Zhu, Mingyue,Hao, Chenzhou,Wang, Kai,Wang, Jian,Zhao, Dongmei,Cheng, Maosheng
, (2018)
A series of novel 2,4-diaminoquinazoline derivatives were designed, synthesized, and evaluated as p21-activated kinase 4 (PAK4) inhibitors. All compounds showed significant inhibitory activity against PAK4 (half-maximal inhibitory concentration IC50 1 ?M). Among them, compounds 8d and 9c demonstrated the most potent inhibitory activity against PAK4 (IC50 = 0.060 ?M and 0.068 ?M, respectively). Furthermore, we observed that compounds 8d and 9c displayed potent antiproliferative activity against the A549 cell line and inhibited cell cycle distribution, migration, and invasion of this cell line. In addition, molecular docking analysis was performed to predict the possible binding mode of compound 8d. This series of compounds has the potential for further development as PAK4 inhibitors for anticancer activity.
Spidery catalyst for the synthesis of quinazoline-2,4(1H,3H)-diones
Sadeghzadeh, Seyed Mohsen
, p. 1435 - 1441 (2016)
In this study, a novel fibrous nanosilica (KCC-1) based nanocatalyst (Au, Pd, and Cu) with a high surface area and easy accessibility of active sites was successfully developed by a facile approach. KCC-1 with a high surface area was functionalized with multi-carboxylic hyperbranched polyglycerol groups (HPG) acting as robust anchors so that the metal nanoparticles (Au, Pd, and Cu) were well-dispersed on the fibers of the KCC-1 microspheres without aggregation. Because of the amplification effect of HPG, high loading capacities of the nanocatalysts were achieved. The synthesized KCC-1/HPG/X nanocatalyst exhibited excellent catalytic activity for the synthesis of quinazoline-2,4(1H,3H)-diones from CO2 and 2-aminobenzonitrile under mild conditions due to the easy accessibility of the active sites. High catalytic activity and ease of recovery from the reaction mixture by using filtration after several reuses without any significant loss of performance are additional eco-friendly attributes of this catalytic system.
[TBDH][HFIP] ionic liquid catalyzed synthesis of quinazoline-2,4(1H,3H)-diones in the presence of ambient temperature and pressure
Phatake, Vishal V.,Gokhale, Tejas A.,Bhanage, Bhalchandra M.
, (2021/07/28)
The utilization of carbon dioxide under mild reaction conditions is an important aspect of the sustainable chemistry point of view. Herein, we prepared three bifunctional protic ionic liquids having 1,5,7-Triazabicyclo[4.4.0]dec-5-ene (TBD) as a cation and an alcohol anions were prepared by simple neutralization of the super base TBD with proton donor alcohols such as hexafluoroisopropanol (HFIP), TFE (2,2,2-Trifluoroethanol) and TFA (2,2,2-Trifluoroacetic acid). These PILs were used as catalysts for chemical fixation of carbon dioxide into quinazoline-2,4(1H,3H)-diones. [TBDH+][HFIP-] protic ionic liquid (PIL) shows very good result compare to other PILs. As a bifunctional ionic liquid, it simultaneously activates 2-aminobenzonitrile as well as CO2 and shows excellent performance for the conversion of 2-aminobenzonitrile to quinazoline-2,4(1H,3H)-diones in presence of CO2 balloon pressure at 35 °C temperature. Moreover, the [TBDH+][HFIP-] PIL can be recycled up to six recycle run.
Synthesis method of 2, 4-(1H, 3H)-quinazolinedione and derivatives thereof
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Paragraph 0071-0074, (2020/08/06)
The invention discloses a synthesis method of 2, 4-(1H, 3H)-quinazolinedione and derivatives thereof. CO2 and aminobenzonitrile compounds are used as raw materials, and the 2, 4-(1H, 3H)-quinazolinedione and the derivatives thereof are obtained through a reaction by adopting a catalyst as shown in the formula I provided by the invention. Reagents used in the method are cheap and easy to obtain, the product can be synthesized through a one-step method, harsh conditions of high pressure and high temperature are not needed, no metal is left in the whole reaction system, and the used catalyst canbe recycled.