22874-41-5Relevant academic research and scientific papers
One-pot synthesis of mono- and disubstituted (3H)-quinazolin-4-ones in dry media under microwave irradiation
Dabiri, Minoo,Salehi, Peyman,Mohammadi, Ali A.,Baghbanzadeh, Mostafa
, p. 279 - 287 (2005)
AlCl3/ZnCl2 mixture supported on silica gel is an efficient medium for one-pot synthesis of (3H)-quinazolin-4-ones in the absence of solvent under microwave irradiation or classical heating. The reaction of orthoesters with 2-aminobenzamides ends up with the formation of monosubstituted (3H)-quinazolin-4-ones. One-pot synthesis of disubstituted (3H)-quinazolin-4- ones is also achieved by the reaction of isatoic anhydride with primary amines and orthoesters.
Metal-free C-H methylation and acetylation of heteroarenes with PEG-400
Kudale, Vishal Suresh,Wang, Jeh-Jeng
supporting information, p. 3506 - 3511 (2020/06/25)
The generation of a methyl carbon source from renewable and cheap sources is challenging. Herein, we describe a novel and an efficient route for methylation and acetylation of aza-heteroarenes using PEG-400 under O2and TsOH·H2O for the first time by tuning the reaction conditions using a different set of starting materials. The key features of the current protocol are oxidative C-O and C-C bond scission under metal-free conditions with good functional group tolerance, and a broad substrate scope. The potential applicability of the designed methodology was demonstrated for the synthesis of central nervous system (CNS) depressant and anticonvulsant drug molecules by a one-pot strategy.
KAl(SO4)2·12H2O (Alum) catalyzed one-pot three-component synthesis of 2-alkyl and 2-aryl-4(3H)-quinazolinone under microwave irradiation and solvent free conditions
Mohammadi, Ali A.,Sadat Hossini
experimental part, p. 1982 - 1984 (2012/06/04)
Twenty 2,3-disubstituted-4(3H)-quinazolinones were synthesed by one-pot three-component method with isatoic anhydride, orthoesters and amines as raw materials in the presence of KAl(SO4)2·12H 2O (Alum) under microwave irradiation and solvent-free conditions. 6-Bromo-2-propyl-3-p-tolylquinazolin-4(3H)-one (4m), 6-bromo-2-methyl-3- phenethylquinazolin-4(3H)-one (4n) and 6-bromo-2-ethyl-3-phenethylquinazolin- 4(3H)-one (4o) were characterized by IR, 1H NMR, 13C NMR and elemental analysis. Twenty 2,3-disubstituted-4(3H)-quinazolinones were synthesed by one-pot three-component method with isatoic anhydride, orthoesters and amines as raw materi-als in the presence of KAl(SO4) 2·12H2O (Alum) under microwave irradiation and solvent-free conditions. 6-Bromo-2-propyl-3-p-tolylquinazolin-4(3H)-one (4m), 6-bromo-2-methyl-3-phenethylquinazolin-4(3H)-one (4n) and 6-bromo-2-ethyl-3- phenethylquina-zolin-4(3H)-one (4o) were characterized by IR, 1H NMR, 13C NMR and elemental analysis. Copyright
Yb(OTf)3-catalyzed one-pot synthesis of quinazolin-4(3H)-ones from anthranilic acid, amines and ortho esters (or formic acid) in solvent-free conditions
Wang, Limin,Xia, Jianjun,Qin, Fang,Qian, Changtao,Sun, Jie
, p. 1241 - 1247 (2007/10/03)
An efficient synthesis of an array of quinazolin-4(3H)-ones from anthranilic acid, ortho esters (or formic acid) and amines using Yb(OTf)3 in one-pot under solvent-free conditions is described. Compared with the classical reaction conditions, this new synthetic method has the advantage of excellent yields (75-99%), shorter reaction time (few minutes) and reusability of the catalyst.
One-pot Synthesis of Substituted Quinazolin-4(3H)-ones under Microwave Irradiation
Rad-Moghadam, Kurosh,Khajavi, Mohammad S.
, p. 702 - 703 (2007/10/03)
Synthesis of the title compounds by cyclocondensation of anthranilic acid, formic acid (or orthoesters) and an amine in one pot under microwave irradiation takes place in a few minutes.
