240138-46-9Relevant academic research and scientific papers
The novel acid-base magnetic recyclable catalyst prepared through carbon disulfide trapping process: Applied for green, one-pot, and efficient synthesis of 2,3-dihydroquinazolin-4 (1H) -ones and bis(indolyl)methanes in large-scale
Mohammadi Metkazini, Fatemeh,Khorsandi, Zahra,Heydari, Akbar
, (2021/04/12)
Herein, a nano acid-base catalyst using magnetic core and carbamodithioic acid functional group have been synthesized and characterized. Its efficiency in the synthesis of dihydroquinazolinones and bis(indolyl)methanes derivatives was investigated. This novel metal-free catalyst exhibited significant catalytic activity in both reactions under green and mild reaction conditions (the yield obtained for the first reaction products: 82–98 % and for the second one: 61–97 %). The catalyst displayed good recyclability with no significant loss of catalytic activity after eight runs (the conversion of the eighth run was found as 83 %, the fresh catalyst conversion was 95 %). The introduced approach is attractive due to its applicability in the large-scale synthesis of important medicinal compounds.
Copper-Catalyzed One-Pot Synthesis of 2,3-Dihydroquinazolin-4(1 H)-ones from 2-Nitrobenzonitriles and Carbonyl Compounds Mediated by Diboronic Acid in Methanol-Water
Chen, Yongsheng,Liu, Qixing,Sui, Yuebo,Zhang, Kaili,Zhang, Yin,Zhou, Haifeng
supporting information, p. 275 - 279 (2020/02/15)
A copper-catalyzed one-pot synthesis of 2,3-dihydroquinazolin-4(1 H)-ones with diboronic acid as a reductant in an aqueous medium is described. Various 2,3-dihydroquinazolin-4(1 H)-ones were prepared with good functional-group tolerance in good yields under mild conditions from readily available 2-nitrobenzonitriles and various carbonyl compounds.
Synthesis of 2,3-dihydroquinazolin-4(1H)-ones in the presence of Fe3O4@nano-cellulose–OPO3H as a bio-based magnetic nanocatalyst
Mirjalili, Bi Bi Fatemeh,Zaghaghi, Zahra,Monfared, Aazam
, p. 197 - 201 (2019/12/03)
In this research, we have used Fe3O4@nano-cellulose–OPO3H as magnetic bio-based nanocatalyst for the synthesis of 2,3-dihydroquinazolin-4(1H)-ones via condensation of 2-aminobenzamide and different aldehydes. The major advantages of the present methodology are good yields, ecofriendly catalyst, and easy workup.
A Facile Microwave and SnCl2Synthesis of 2,3-Dihydroquinazolin-4(1 H)-ones
O'brien, Nicholas S.,McCluskey, Adam
, p. 1176 - 1186 (2020/10/06)
An elegantly simple, facile, and robust approach to a scaffold of biological importance, 2,3-dihydroquinazolin-4(1H)-ones, is reported. A catalytic 1 % SnCl2/microwave-mediated approach afforded access to pure material, collected by cooling and filtration after 20-min microwave irradiation at 120°C. A total of 41 analogues were prepared in isolated yields of 17-99 %. This process was highly tolerant of aliphatic, aromatic, heterocyclic, and acyclic aldehydes, but furan, pyrrole, and thiophene aldehyde reactivity correlated with propensity towards electrophilic addition and/or Diels-Alder addition. As a result, thiophene afforded high yields (80 %) whereas pyrrole carboxaldehyde failed to react. With simple cinnamaldehydes, and in the SbCl3-mediated reaction, and with α,β-unsaturated aldehydes the equivalent quinazolin-4(3H)-ones, and not the 2,3-dihydroquinazolin-4(1H)-ones, was favoured.
Dihydroquinoxalinone compound and preparation method thereof
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Paragraph 0097-0099, (2018/10/19)
The invention relates to a dihydroquinoxalinone compound and a preparation method, and the specific structure is shown in III. The method uses cheap and readily available o-nitrobenzonitrile (I) and aldehyde or ketone (II) as raw materials, and alcohol and water as solvent. The target product (III) is obtained by a nitro reduction, a cyano hydrolysis, and a condensation reaction in a one-pot reaction system under the action of tetrahydroxydiboron, glacial acetic acid and catalytic amount of cuprous chloride. The preparation method uses 2-nitrobenzonitrile (I) as a raw material for the first time, which is easy to operate, easy to obtain raw materials, high in yield, and has the advantages of green synthesis such as step economy, atomic economy, mild reaction conditions and the like. The specific formula is shown in the description.
Synthesis of benzo[4,5]imidazo[1,2-: A] pyrimidines and 2,3-dihydroquinazolin-4(1 H)-ones under metal-free and solvent-free conditions for minimizing waste generation
Tran, Phuong Hoang,Thi Bui, Thanh-Phuong,Bach Lam, Xuan-Quynh,Thi Nguyen, Xuan-Trang
, p. 36392 - 36399 (2018/11/20)
Br?nsted acidic ionic liquid was found to be an efficient and recyclable catalyst for the synthesis of benzo[4,5]imidazo[1,2-a]pyrimidines and 2,3-dihydroquinazolin-4(1H)-ones. The reactions proceeded smoothly with a broad scope of substrates providing the expected products in good to excellent yields under an atom-economical pathway. The low-cost recyclable catalyst, metal- and solvent-free conditions, and the ease of product isolation are the highlighted advantages in solving the issue of trace metal contamination in synthesized pharmaceuticals.
BF3-grafted Fe3O4@Sucrose nanoparticles as a highly-efficient acid catalyst for syntheses of Dihydroquinazolinones (DHQZs) and Bis 3-Indolyl Methanes (BIMs)
Radfar, Iman,Miraki, Maryam Kazemi,Ghandi, Leila,Esfandiary, Naghmeh,Abbasi, Sepideh,Karimi, Meghdad,Heydari, Akbar
, (2018/07/31)
Current paper represents immobilization of sucrose on the Fe3O4 core and grafting of boron trifluoride (BF3) onto the new surface. The catalytic activity of these nanoparticles was tested in syntheses of Dihydroquinazolinones (DHQZs) and Bis (3-Indolyl) Methanes (BIMs) as two fruitful pharmaceutical structures. Acidic capacity, FT-IR, XRD, VSM, TGA and SEM–EDX tests are carried out on such novel nanoparticles (NPs). Catalyst has shown more acidic capacity per one gram of NPs than sulfonated homologue which was reported previously.
Sulfated polyborate: mild, efficient and eco-friendly catalyst for the synthesis of 2,3-dihydroquinazolin-4(1H)-ones
Khatri, Chetan K.,Patil, Manisha S.,Chaturbhuj, Ganesh U.
, p. 1683 - 1689 (2017/06/27)
Abstract: An efficient, inexpensive and recyclable sulfated polyborate catalyst was applied in a three-component, one-pot cyclocondensation of isatoic anhydride, aldehydes and ammonium acetate/amines to afford the corresponding 2,3-dihydroquinazolin-4(1H)-ones. The key advantages of the present method are high yields, short reaction time, easy workup, recyclability of catalyst and ability to tolerate a variety of functional groups which gives economical as well as ecological rewards. Graphical Abstract: [Figure not available: see fulltext.].
A kind of ethanol to promote [...] catalytic efficient preparation of the quinazolinone derivatives
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Paragraph 0023-0026, (2017/11/08)
The invention discloses a method for efficiently preparing quinazolinone derivants under promotion of ethyl alcohol and catalysis of titanocene dichloride. According to the method, aminobenzamide and aldehyde or ketone are used as raw materials, ethyl alcohol is used as a solvent and a promoter, titanocene dichloride is used as a catalyst, and the quinazolinone derivants are efficiently prepared in high yield under the synergetic promotion action of titanocene dichloride and ethyl alcohol. The catalyst is less in dosage, cheap, nontoxic, and stable to air; the reaction conditions are mild, and the reaction time is short; the operation is simple; the atom economy is high; after the reaction is finished, the product only needs to be subjected to simple separation and recrystallization to obtain the quinazolinone derivants; a new, low-cost, environment-friendly and efficient path is opened up for preparation of the quinazolinone derivants, and wide application prospects are achieved.
Method for synthesis of quinazolinone derivative
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Paragraph 0122-0125, (2017/04/20)
The invention discloses a method for synthesis of quinazolinone; the method comprises the steps of starting from o-aminobenzamide, taking water as a solvent, carrying out a ring-enlargement reaction with benzaldehyde, to generate a dihydroquinazolinone intermediate, and then under participation of a metal iridium complex, dehydrogenating to obtain the quinazolinone derivative; the reaction shows three remarkable advantages: 1) the reaction is carried out in an aqueous solution so as to reduce use of a large amount of organic solvents, and water is a cheap, green and safe solvent; 2) the reaction avoids use of highly toxic oxidants, so as to avoid damage to the environment; and 3) hydrogen gas generated from the reaction is a by-product, and has no environmental pollution; therefore, the reaction accords with the requirements of green chemistry, and has broad prospects for development.
