1221176-72-2Relevant academic research and scientific papers
Synthesis of 2,3-dihydroquinazolin-4(1H)-ones from anthranilamide and ketones over Hβ zeolite in aqueous media*
Gajula, Krishna Sai,Mameda, Naresh,Kodumuri, Srujana,Chevella, Durgaiah,Banothu, Rammurthy,Amrutham, Vasu,Kutepov, Boris Ivanovich,Nama, Narender
, p. 2866 - 2876 (2018)
The synthesis of 2,3-dihydroquinazolin-4(1H)-ones by cyclocondensation of anthranilamide with ketones in aqueous media using Hβ zeolite is reported. The scope of the reaction was explored by various ketones such as aromatic, aliphatic and cyclic ketones. Based on the preliminary mechanistic results, a tentative mechanism for the formation of 2,3-dihydroquinazolin-4(1H)-ones using zeolite catalyst (Hβ) is predicted. The reusability study, large-scale experiment and water as solvent showed significant benefits of this catalytic protocol in comparing to earlier methods.
The Remarkable Cooperative Effect of a Br?nsted-Acidic Ionic Liquid in the Cyclization of 2-Aminobenzamides with Ketones
Das, Sudarshan,Santra, Sougata,Jana, Sourav,Zyryanov, Grigory V.,Majee, Adinath,Hajra, Alakananda
, p. 4955 - 4962 (2017/09/13)
An unprecedented role of an imidazolium Br?nsted acidic ionic liquid was found in the formation of 2,2-disubstituted quinazolin-4(1H)-one derivatives; both the C2-H of the imidazolium moiety and an acidic proton were necessary and simultaneously took part in the catalysis. A library of quinazolin-4(1H)-ones was prepared from readily available ketones and 2-aminobenzamides; excellent yields were obtained through simple crystallization under solvent-free conditions with lower E factors. The catalyst could be reused over five consecutive runs without any significant loss in catalytic activity. This method produces only water as a byproduct and represents a green synthetic protocol. A clean reaction, no chromatographic purification, easily accessible reactants, a metal-free and solvent-free process, and environmentally friendly reaction conditions are the notable advantages of this procedure. The possible role of the C2-H of the imidazolium moiety in catalysis was studied by mass spectrometry.
Facile method for the combinatorial synthesis of 2,2-Disubstituted Quinazolin-4(1 H)-one derivatives catalyzed by iodine in ionic liquids
Wang, Xiang-Shan,Yang, Ke,Zhou, Jie,Tu, Shu-Jiang
scheme or table, p. 417 - 421 (2010/09/05)
A mild and facile method for the combinatorial synthesis of quinazolin-4-(1H)-one derivatives, containing simple 2,2-disubstituted quinazolin-4-(1H)-ones, spirocyclic quinazolin-4-(1H)-ones, spiro-heterocyclic quinazolin-4-(1H)-ones, and dispirocyclic quinazolin-4-(1H)-ones, is described, which results in high yields by using ionic liquids as green media. The method involves the reaction of 2-aminobenzamides with various ketones catalyzed by iodine and provides new quinazolin-4-(1H)-one library for biomedical screening.
