First example of the Groebke MCR using hydoxybenzaldehydes and substituted 2-aminopyrimidines

(Chemical Equation Presented) A three component condensation of 2-aminopyrimidines, isocyanides and 4-hydroxybenzaldehydes was studied. 3-Amino-2-(4-hydroxyphenyl)imidazo[1,2-a]pyrimidine derivatives were obtained in moderate yields. Using 4-hydroxy-3,5-dimethoxybenzaldehyde and 2-aminopyrimidine as starting materials in the condensation led to mixtures of isomeric 2- and 3-aminoimidazo[1,2-a]pyrimidines. It was demonstrated, that the regiospecificity of this reaction is mainly defined by the steric hindrance of substituents on the pyrimidine nucleus and the carbonyl activity of the corresponding aldehydes.

Авторы
Polyakov A.I.1 , Eryomina V.A.1 , Medvedeva L.A.1 , Tihonova N.I.1 , Voskressensky L.G. 2
Редакторы
-
Издательство
HeteroCorporation
Номер выпуска
6
Язык
Английский
Страницы
1589-1596
Статус
Опубликовано
Подразделение
-
Номер
-
Том
45
Год
2008
Организации
  • 1 New Chemistry Horizons Laboratories Ltd., P.O.B. 130, Moscow, 115522, Russian Federation
  • 2 Organic Chemistry Department of Russian Peoples FriendshipUniversity, 6, Miklukho-Maklaya St., Moscow, 117198, Russian Federation
Ключевые слова
aldehyde derivative; functional group; pyrimidine derivative; article; carbon nuclear magnetic resonance; chemical bond; chemical reaction; chemical structure; melting point; multicomponent chemical reaction; polymerization; proton nuclear magnetic resonance; stereospecificity; substitution reaction
Дата создания
19.10.2018
Дата изменения
19.10.2018
Постоянная ссылка
https://repository.rudn.ru/ru/records/article/record/3046/