95202-40-7Relevant academic research and scientific papers
Aiding the versatility of simple ammonium ionic liquids by the synthesis of bioactive 1,2,3,4-tetrahydropyrimidine, 2-aminothiazole and quinazolinone derivatives
Kakati, Praachi,Singh, Preeti,Yadav, Priyanka,Awasthi, Satish Kumar
, p. 6724 - 6738 (2021/04/22)
Simple ammonium ionic liquids [ILs] are efficient, green, environmentally friendly catalysts in promoting the Biginelli condensation reaction, Hantzsch reaction and Niementowski reaction to afford 1,2,3,4-tetrahydropyrimidine, 2-aminothiazole and quinazolinone derivatives respectively by eliminating the need for harmful volatile organic solvents. These [ILs] are air and water stable, easy to prepare and cost-effective. The effects of the anions and cations present in [IL] on reactions were investigated. The results clearly indicated that the Biginelli condensation reaction, Hantzsch reaction and Niementowski reaction were heavily influenced by the acidity of [IL], and among various ammonium ionic liquids, [Et3NH][HSO4] showed the best catalytic activity. Furthermore, [IL] could be easily separated and reused with a slight loss of its activity. This technique provided a good alternative way for the industrial synthesis of 1,2,3,4-tetrahydropyrimidinones, 2-aminothiazoles and quinazolinones. The present processes are eco-friendly methods for the synthesis of these derivatives authenticated by several green parameters, namely,E-factor, process mass intensity, reaction mass efficiency, atom economy, and carbon efficiency.
A convenient palladium-catalyzed carbonylative synthesis of 4(3H)-quinazolinones from 2-bromoformanilides and organo nitros with Mo(CO) 6 as a multiple promoter
He, Lin,Sharif, Muhammad,Neumann, Helfried,Beller, Matthias,Wu, Xiao-Feng
supporting information, p. 3763 - 3767 (2014/08/05)
A novel and convenient procedure for the synthesis of quinazolinones has been developed. Using 2-bromoformanilides and organo nitros as substrates and Mo(CO)6 as a multiple promoter, the desired products were isolated in moderate to excellent yields in the presence of a palladium catalyst. Here, Mo(CO)6 was not only a CO source, but also a nitro compound reducing reagent and a cyclization promoter. This journal is the Partner Organisations 2014.
Copper(I) iodide catalyzed domino process to quinazolin-4(3H)-ones
Zhou, Jing,Fu, Liangbing,Lv, Man,Liu, Jinsong,Pei, Duanqing,Ding, Ke
experimental part, p. 3974 - 3980 (2009/05/27)
An efficient synthesis of substituted quinazolin-4(3H)-ones by a one-pot ligand-free CuI-catalyzed coupling/condensative cyclization under mild conditions is described. Our study provides an alternative strategy for the preparation of biologically active quinazolin-4(3H)-ones. Georg Thieme Verlag Stuttgart.
Triazines and Related Products. Part 28. Conversion of 3-Aryl-1-(2-cyanophenyl)triazenes into 3-Arylquinazolin-4(3H)-ones with Formamide
Baig, Ghouse Unissa,Stevens, Malcolm F. G.
, p. 2765 - 2766 (2007/10/02)
The thermolysis of 4-anilino-1,2,3-benzotriazines and their precursor 3-aryl-1-(2-cyanophenyl)triazenes in hot formamide to give 3-arylquinazolin-4(3H)-ones in high yield is described.The reaction cannot be extended to the preparation of 2-alkyl-3-arylquinazolinones.In hot acetamide-diglyme 4-(4-nitroanilino)-1,2,3-benzotriazine (5c) gives a high yield of the 3-substituted 4-(4-nitrophenylimino)-3,4-dihydro-1,2,3-benzotriazine (11c).
