52962-92-2Relevant articles and documents
Domino synthesis of pyrimido and imidazoquinazolinones
Fathalla, Walid,Nofal, Eman Y.,El-Moneim, Mohamed Abd
, p. 1266 - 1274 (2020/01/21)
A simple method for the synthesis of N-alkyl-2-arylquinazolin-4-amines, methyl 4-((2-arylquinazolin-4-yl)amino) butanoates, 6-aryl-2,3-dihydro-4H-pyrimido[1,2-c]quinazolin-4-ones, and 5-arylimidazo[1,2-c]quinazolin-3(2H)-ones has been described. It involves a simple reaction of N-(2-cyanophenyl)-substitutedbenzimidoyl chlorides with alkylamine, γ-aminobutyric acid, β-alanine, l-alanine, and glycine methyl esters hydrochloride in acetonitrile to afford the desired compounds after a series of instantaneous reactions that include Dimroth rearrangement. The reaction involves reflux for 12 hours, simple addition of reagents to an in situ generated benzimidoyl chloride, and simple workup, to form 21 examples of pure compounds in high yields. The active intermediate N-(2-cyanophenyl)-substitutedbenzimidoyl chlorides were formed by the reaction of N-(2-cyanophenyl)-substitutedbenzamides with thionyl chloride in a one-pot strategy. The alternative method described for this preparation deals with an exhausting multistep reactions starting from anthranilic acid.
One-pot synthesis of quinazolinone and benzamide derivatives using SBA-Pr-SO3H as a nanoporous heterogeneous acid catalyst
Nahad, Monireh Shakiba,Ziarani, Ghodsi Mohammadi
, p. 1597 - 1603 (2014/05/06)
A series of quinazolinone and benzamide derivatives have been efficiently synthesized in good to excellent yields via the reaction of 2-aminobenzamide and aromatic benzoyl chlorides under solvent-free conditions using SBA-Pr-SO 3H as a nano solid acid catalyst.
Mechanism of alkaline cyclization of 2-(substituted benzamido)benzamides to 4-quinazolinones
Gardner,Kanagasooriam,Smyth,Williams
, p. 6245 - 6250 (2007/10/02)
The title amides cyclize rapidly to the corresponding quinazolin-4-ones in aqueous alkaline solution at 25°C; the pseudo-first-order rate constants fit the empirical equation k(obs) = k(max) [OH-]/(K(m) + [OH-] + [OH-]sup