Unusual formation of imidazooxazolone in the reaction of 1-[(2-Acetylamino)ethyl]imidazolone with KSCN in the presence of AcOH

1-[(2-Acetylamino)ethyl]imidazolone was introduced for the first time in the condensation with KSCN in the presence of AcOH and imidazooxazolone was unexpectedly obtained. This result was possible only because of the unique character of 1-((2-Acetylamino)ethyl)imidazolone, which has an intramolecular N-H...O-H hydrogen bond and, therefore, reacts with the NCS anion to give only imidazooxazolone.

Авторы
Baranov V.V. 1, 2 , Antonova M.M.1 , Karnoukhova V.A.3 , Kravchenko A.N.1
Журнал
Номер выпуска
3
Язык
Английский
Страницы
63-72
Статус
Опубликовано
Том
2017
Год
2017
Организации
  • 1 N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, 119 991, Russian Federation
  • 2 Peoples' Friendship University of Russia, 6 Miklukho-Maklaya St., Moscow, 117198, Russian Federation
  • 3 A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow, 119991, Russian Federation
Ключевые слова
Acoh; Fused oxazolinones; Glycoluril analogues; Imidazolinones; Kscn; X-ray diffraction
Дата создания
19.10.2018
Дата изменения
19.10.2018
Постоянная ссылка
https://repository.rudn.ru/ru/records/article/record/5575/
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