16239-38-6Relevant academic research and scientific papers
One-Pot, Borax-mediated synthesis of structurally diverse N, S-heterocycles in water
Rao, Mugada Sugunakara,Hussain, Sahid
, (2021/05/26)
Herein, a borax–mediated convenient and efficient strategy for the synthesis of prominent structurally diverse N, S-heterocycles such as quinazolin-4(3H)-one, benzothiadiazine 1,1-dioxide, benzothioazole, and benzoxazoles from readily available 2-aminobenzamide/2-aminobenzenesulfonamide/2-aminothiophenol/2-aminophenol with α,α,α-trihalotoluenes at 100 ℃ in water is elaborated. Upon using aldehydes instead of α,α,α-trihalotoluenes, the reactions proceed through domino fashion under the catalytic effect borax to yield 2,3-dihydroquinazolin-4(1H)-one, 3,4-dihydrothiadiazine 1,1-dioxide, and benzothiazoles in one-pot at 60 ℃. The advantages of this protocol are practical simplicity, large substrate scope, moderate to excellent yields, and the use of water as the solvent.
Green synthesis method and application of quinazolinone compound
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Paragraph 0032; 0043-0044; 0047, (2021/04/07)
The invention discloses a green synthesis method and application of a quinazolinone compound. The structure of the quinazolinone compound is shown as a formula I, the preparation method comprises the following steps: by taking an R1-substituted hexafluoroisopropanol 2-aminobenzoate compound and R2-substituted amidine hydrochloride as raw materials, alkali as an additive, and acetonitrile, dioxane, tetrahydrofuran, DMSO (dimethylsulfoxide) or DMF (dimethyl formamide) as a solvent, reacting at normal temperature to generate the quinazolinone compound shown in the formula I. The method provided by the invention has the advantages of no need of heating, no need of using a metal catalyst, mild reaction conditions, no generation of by-products in the reaction, 100% conversion of the raw materials and simple post-treatment process, can be used to obtain the high-purity quinazolinone product, and is a simple green synthesis method; and the quinazolinone compound has high antitumor activity, and can be used for preparing antitumor drugs.
Metal-free synthesis of 1,4-benzodiazepines and quinazolinones from hexafluoroisopropyl 2-aminobenzoates at room temperature
Chen, Jiewen,Liang, En,Shi, Jie,Wu, Yinrong,Wen, Kangmei,Yao, Xingang,Tang, Xiaodong
, p. 4966 - 4970 (2021/02/06)
Herein, we describe the novel reactivity of hexafluoroisopropyl 2-aminobenzoates. The metal-free synthesis of 1,4-benzodiazepines and quinazolinones from hexafluoroisopropyl 2-aminobenzoates has been developed at room temperature. These procedures feature
Electrochemically induced synthesis of quinazolinonesviacathode hydration ofo-aminobenzonitriles in aqueous solutions
Yang, Li,Hou, Huiqing,Li, Lan,Wang, Jin,Zhou, Sunying,Wu, Mei,Ke, Fang
supporting information, p. 998 - 1003 (2021/02/16)
An efficient and practical electrochemically catalyzed transition metal-free process for the synthesis of substituted quinazolinones from simple and readily availableo-aminobenzonitriles and aldehydes in water has been accomplished. I2/base and water play an unprecedented and vital role in the reaction. By electrochemically catalysed hydrolysis ofo-aminobenzonitriles, the synthesis of quinazolinones with benzaldehyde was first proposed. The synthetic utility of this method was demonstrated by gram-scale operation, as well as the preparation of bioactiveN-(2,5-dichlorophenyl)-6-(2,2,2-trifluoroethoxy) pteridin-4-amine, which enables straightforward, practical and environmentally benign quinazolinone formation.
Preparation method of quinazolinone derivative
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Paragraph 0095-0097, (2021/04/14)
The invention discloses a preparation method of a quinazolinone derivative, wherein the preparation method comprises the following steps: dissolving an anthranilonitrile compound represented by a formula I and an aldehyde represented by a formula II in a
Method for synthesizing quinazolinone derivative
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Paragraph 0098-0100, (2019/11/04)
The invention discloses a method for synthesizing a quinazolinone derivative. According to the method for synthesizing the quinazolinone derivative,anthranilonitrile compounds and primary alcohols areused as raw materials, 2,2,6,6-tetramethylpiperidine ox
2,4,6-Substituted Quinazolines with Extraordinary Inhibitory Potency toward ABCG2
Krapf, Michael K.,Gallus, Jennifer,Namasivayam, Vigneshwaran,Wiese, Michael
, p. 7952 - 7976 (2018/09/06)
Several members of the ABC transporter superfamily play a decisive role in the development of multidrug resistance (MDR) in cancer. One of these MDR associated efflux transporters is ABCG2. One way to overcome this MDR is the coadministration of potent in
Transition-metal free synthesis of quinazolinones via tandem cyclization of 2-halobenzoic acids with amidines
Tiwari, Abhishek R.,Bhanage, Bhalchandra M.
, p. 57235 - 57239 (2015/07/15)
A simple protocol for the synthesis of quinazoline-4(3H)-ones by tandem cyclization of 2-halobenzoic acids with amidines has been developed by using KOH as a base in DMSO at 120 °C. This protocol does not involve the use of any transition-metals or ligands or any coupling reagents. The present methodology is operationally simple, scalable and varieties of quinazolinone derivatives were obtained in good to excellent yields.
A highly efficient heterogeneous copper-catalyzed cascade reaction of 2-halobenzoic acids and amidines leading to quinazolinones
He, Wen,Zhao, Hong,Yao, Ruiya,Cai, Mingzhong
, p. 50285 - 50294 (2014/12/10)
The heterogeneous cascade reaction of 2-halobenzoic acids and amidines was achieved in DMF at 60 °C in the presence of 10 mol% of MCM-41-immobilized tridentate nitrogen copper(i) complex [MCM-41-3N-CuI] using Cs2CO3 as base, yielding a variety of quinazolinone derivatives in good to excellent yields. This heterogeneous copper catalyst can be easily prepared from commercially available and inexpensive reagents, and recovered by a simple filtration of the reaction solution and reused for at least 10 times without any decreases in activity. This journal is
Synthesis of quinazolin-4(3 H)-ones via amidine N-arylation
Li, Bryan,Samp, Lacey,Sagal, John,Hayward, Cheryl M.,Yang, Christine,Zhang, Zhijun
, p. 1273 - 1277 (2013/04/10)
Pyrido[4,3-d]pyrimidin-4(3H)-one (1) was prepared by reacting 2-trifluoromethyl-4-iodo-nicotinic acid (2) with amidine 9a catalyzed by Pd 2(dba)3 and Xantphos, followed by cyclization effected with HBTU and subsequent demethylation u
