Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
Access to 4-((Pyridin-2-yl)amino)quinazolinones via Annulation of 2-Aminobenzonitriles with N′-(Pyridin-2-yl)-N,N-dimethyl Ureas. / Байкова, Светлана Олеговна; Байков, Сергей Валентинович; Солодянкина, Ольга Владимировна; Боярский, Вадим Павлович.
в: The Journal of organic chemistry, 21.08.2024.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
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TY - JOUR
T1 - Access to 4-((Pyridin-2-yl)amino)quinazolinones via Annulation of 2-Aminobenzonitriles with N′-(Pyridin-2-yl)-N,N-dimethyl Ureas
AU - Байкова, Светлана Олеговна
AU - Байков, Сергей Валентинович
AU - Солодянкина, Ольга Владимировна
AU - Боярский, Вадим Павлович
PY - 2024/8/21
Y1 - 2024/8/21
N2 - 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%.
AB - 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%.
UR - https://www.mendeley.com/catalogue/7dc04f3a-7754-309f-9037-6d838818cd99/
U2 - 10.1021/acs.joc.4c00974
DO - 10.1021/acs.joc.4c00974
M3 - Article
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
ER -
ID: 123004150