喹啉
化学
废止
溶剂
吡啶
药物化学
组合化学
有机化学
催化作用
作者
Svetlana O. Kasatkina,Sergey V. Baykov,Olga V. Solodyankina,Vadim P. Boyarskiy
标识
DOI:10.1021/acs.joc.4c00974
摘要
We have developed a convenient protocol for synthesizing N-(2-pyridyl)-substituted 4-(amino)quinazolin-2(1H)-ones by reacting N,N-dimethyl-N′-pyridylureas with 2-aminobenzonitriles. The method relies on the ability of N,N-dimethyl-N′-pyridyl/quinolinyl ureas to act as masked isocyanates under thermal activation, followed by a Dimroth rearrangement of 4-imino-3-(hetaryl)-3,4-dihydroquinazolin-2(1H)-ones. Conducted at 120 °C, either in DMF or under solvent-free conditions, this approach has produced 28 derivatives of 4-aminoquinazolinones, featuring pyridine or quinoline substituents, with yields of up to 92%.
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