62484-15-5Relevant academic research and scientific papers
[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.
Proton type ionic liquid [HDBN] [2-PyOH] and preparation and application thereof
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Paragraph 0021; 0025-0029; 0065-0069, (2021/11/21)
The invention discloses proton type ionic liquid [HDBN] [2-PyOH] and preparation and application thereof, and belongs to the technical field of catalysts. The preparation method comprises the steps that 1, 5-diazabicyclo [4.3. 0] nonyl-5-ene reacts with 2-hydroxypyridine to prepare protonic ionic liquid [HDBN] [2-PyOH]; and as a catalyst, the ionic liquid can catalyze CO2 and o-aminobenzonitrile compounds to efficiently react under mild conditions to obtain a series of quinazoline-2, 4 (1H, 3H)-diketone compounds. The proton type ionic liquid catalyst has the advantages of simple synthesis process, excellent catalytic performance, good substrate expansion capability, easy product separation and the like, and has a good industrial application prospect.
Method for efficiently catalytically converting carbon dioxide into quinazoline diketone compound by using eutectic solvent under room temperature and atmospheric pressure conditions
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Paragraph 0026-0027; 0034-0035, (2021/07/17)
The invention relates to a method for efficiently catalytically converting carbon dioxide into quinazoline diketone compounds by using a deep eutectic solvent under room temperature and atmospheric pressure conditions. According to the method, the deep eutectic solvent synthesized by adopting carbon dioxide and o-aminobenzonitrile with different substituent groups as raw materials, adopting ethylene glycol as a hydrogen bond donor, and adopting 1,5-diazabicyclo[4.3.0] non-5-ene (DBN) as a hydrogen bond acceptor, with the molar ratio of the hydrogen bond donor to the hydrogen bond receptor being 1:4, 1:1 and 4:1 is adopted as a catalyst, and the quinazoline diketone compound is synthesized at room temperature under atmospheric pressure for 1-24 h with the ratio of the substrate dosage to the catalyst dosage being 0.4: 3, 0.7: 3 and 1: 3. The invention provides the method for efficiently catalytically converting carbon dioxide into quinazoline diketone compounds by using the eutectic solvent under the conditions of room temperature and atmospheric pressure, and the method is simple and convenient, high in yield, low in cost, low in energy consumption, green and environment-friendly, avoids the use of a transition metal catalyst, and has very high practical application value.
DIACYLGLYCEROL KINASE MODULATING COMPOUNDS
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Paragraph 1134, (2021/07/02)
The present disclosure provides diacylglycerol kinase modulating compounds, and pharmaceutical compositions thereof, for treating cancer, including solid tumors, and viral infections, such as HIV or hepatitis B virus infection. The compounds can be used alone or in combination with other agents.
Synthesis method of 2, 4-(1H, 3H)-quinazolinedione and derivatives thereof
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Paragraph 0075-0076; 0083-0084, (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.
Alcohol amine-catalyzed CO2conversion for the synthesis of quinazoline-2,4-(1H,3H)-dione in water
Huang, Min-Min,Sheng, Zhi-Zheng,Wu, Hai-Hong,Xia, Fei,Xue, Teng
, p. 34910 - 34915 (2020/10/12)
The conversion of CO2to high value-added chemicals in water using environment-friendly and cost-effective catalysts is a very significant topic. In this work, a green method for the conversion of CO2catalyzed by alcohol amines has been developed. Alcohol amines showed considerable activating ability to CO2in the cyclization with 2-aminobenzonitrile to quinazoline-2,4(1H,3H)-dione in water. Notably, when diethanolamine (DEA) was used as the catalyst, 94% yield of quinazoline-2,4-(1H,3H)-dione could be achieved. A plausible mechanism has been proposed based on the1H NMR, FT-IR analysis and DFT calculation. The excellent catalytic performance is attributed to the combined effect of both the secondary amine and hydroxyl groups on alcohol amines with the assistance of water in the formation of carbamate. Water plays a bi-functional role of solvent and co-catalyst in this catalytic process. Catalysts can be easily recovered and reused five times without significant loss of activity.
N2N N4-disubstituted quinazoline-2,4-diamines and uses thereof
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Page/Page column 46-47; 50, (2019/07/03)
Described herein are quinazoline-based compounds and formulations thereof. In some embodiments, the compounds and/or formulations thereof can be effective to inhibit and/or kill A. baumannii. Also described herein are methods of treating a subject in need thereof by administering to the subject in need thereof a quinazoline-based compound and/or formulation thereof to the subject in need thereof.
INHIBITORS OF INFLUENZA VIRUS REPLICATION, APPLICATION METHODS AND USES THEREOF
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Paragraph 00403, (2018/03/09)
A class of compounds as inhibitors of influenza virus replication, preparation methods thereof, pharmaceutical compositions containing these compounds, and uses of these compounds and pharmaceutical compositions thereof in the treatment of influenza.
Synthetic method of quinazoline-2,4(1H, 3H)-dione and derivatives thereof
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Paragraph 0028-0029, (2017/09/01)
The invention discloses a synthetic method of quinazoline-2,4(1H, 3H)-dione and derivatives thereof. The method comprises the following steps: carrying out a carboxy cyclization on a substrate o-aminobenzontrile or 4,5-position substituted derivatives thereof in carbon dioxide with a diethanolamine-water solution as a catalyst, and filtering, washing and drying the obtained reaction solution to obtain the product quinazoline-2,4(1H, 3H)-dione and the derivatives thereof, wherein a molar ratio of the substrate to the diethanolamine-water solution is (3-8):(1-3); the reaction temperature of the carboxy cyclization is 60-140 DEG C, and the reaction time is 6-18 h; and the pressure of the carbon dioxide is 0.5-2 MPa. Compared with the prior art, the synthetic method has the advantages of low cost of the catalyst, high product yield and good selectivity, and is an environmentally-friendly method for homogeneous catalytic synthesis of the quinazoline-2,4(1H, 3H)-dione and the derivatives thereof.
Bifunctional Ionic Liquids Derived from Biorenewable Sources as Sustainable Catalysts for Fixation of Carbon Dioxide
Saptal, Vitthal B.,Bhanage, Bhalchandra M.
, p. 1145 - 1151 (2017/03/27)
A series of highly efficient, bifunctional ionic liquids containing a quaternary alkyl ammonium cation and an amine anion were prepared from choline and amino acids, respectively. Nine ILs were synthesized, characterized, and applied as organocatalysts for the chemical fixation of carbon dioxide to form cyclic carbonates and quinazoline-2,4(1 H,3 H)-diones. A binary mixture of an IL and a co-catalysts generates deep eutectic solvents (DESs) and accelerates the rate of the cycloaddition reaction at atmospheric pressure and low temperature (70 °C). The presence of the hydroxyl functional group of choline and the free amine group of the amino acids in the ILs has a synergistic effect on the activation of the epoxide and carbon dioxide towards the cycloaddition reactions. These ILs are biodegradable and are synthesized from easily available biorenewable sources. Additionally, this catalytic method demonstrates ultimate environmental benignity because of the mild metal- and solvent-free conditions as well as the recyclability of the catalyst and co-catalyst.
