102242-07-9Relevant academic research and scientific papers
An efficient one pot synthesis of 2-amino quinazolin-4(3H)-one derivative via MCR strategy
Narayana Murthy,Nikumbh, Satish P.,Praveen Kumar,Vaikunta Rao,Raghunadh, Akula
supporting information, p. 5767 - 5770 (2015/09/29)
A novel multi-component reaction strategy was developed for the construction of important building blocks, 2-amino 3-substituted quinazolinone derivatives from isatoic anhydride and amine with electrophilic cyanating compound, N-cyano-4-methyl-N-phenylbenzenesulfonamide (NCTS). The quinazolinone synthesis proceeds via a sequential series of reactions such as nucleophilic attack of the amine group on the carbonyl group of isatoic anhydride followed ring opening and subsequent decarboxylation, nucleophilic attack of amine to nitrile, followed by heterocyclization.
Synthesis of 2-amino 3-substituted quinazolin-4(3h)-one derivatives via iodine-mediated guanidinylation of pbf-activated thiourea
Li, Jizhen,Mi, Yuhua,He, Jianghua,Luo, Xuyang,Fan, Erkang
, p. 304 - 308 (2013/06/04)
2-Amino 3-substituted-quinazolin-4(3H)-one derivatives were synthesized from Pbf-isothiocyanate and methyl anthranilate. The construction of the guanidine-containing quinazolinone heterocyclic skeleton was achieved using Pbf-activated thiourea treated wit
One-Carbon Compounds as Synthetic Intermediates. The Synthesis of Hydropyrimidines and Hydroquinazolines by Sequential Nucleophilic Addition to Diphenyl Cyanocarbonimidate with Concomitant Cyclization
Garratt, Peter J.,Hobbs, Christopher J.,Wrigglesworth, Roger
, p. 1062 - 1069 (2007/10/02)
Diphenyl cyanocarbonimidate (1) undergoes nucleophilic addition with ω-amino esters and amines in a sequential manner to give guanidine derivatives that, for the most part, spontaneously cyclize to give hydropyrimidines or hydroquinazolines.The hydropyrimidines could be dehydrogenated to dihydropyrimidines, and the NCN group could be hydrolyzed to a carbonyl or amine group in the pyrimidine and to an amine group in the quinazoline series.The regiospecificity of the cyclization was determined by a combination of spectroscopic methods and comparison of compounds synthesized by standard routes.The scope of the synthetic route is indicated.Some of the acyclic N-cyano-O-phenylisoureas formed by the first nucleophilic addition exist as mixtures of isomers, and the barriers to interconversion have been determined by NMR spectroscopy.
