Imidazole derivatives containing potentially labile groups on the N(1) atom 8. Synthesis of N-aminoimidazoles via 1-amino-3-methoxymethylimidazolium and 1-amino-3-acetylimidazolium salts

Autor:	M. I. Rudnev, O. V. Vinogradova, A. F. Pozharskii, V. V. Kuz'menko, O. V. Kryshtalyuk
Rok vydání:	1994
Předmět:	chemistry.chemical_compound Hydrolysis Benzimidazole chemistry Stereochemistry Organic Chemistry Atom Substituent Imidazole Medicinal chemistry Amination
Zdroj:	Chemistry of Heterocyclic Compounds. 30:1182-1186
ISSN:	1573-8353 0009-3122
Popis:	When O-picrylhydroxylamine is reacted with 1-methoxymethyl and 1-acetyl derivatives of imidazole, benzimidazole, 2-cyanomethylbenzimidazole, and perimidine, 1-amino-3-R-imidazolium, −benzimidazolium and −perimidinium picrates are formed (R = CH3OCH2, CH3CO). Their subsequent hydrolysis (spontaneous in the case of the N-acetyl derivatives) results in the elimination of the labile R substituent and the formation of the corresponding N-amino-imidazole or −perimidine. In a number of cases this is a more convenient method for their synthesis than the direct amination of NH-heterocyles in alkaline medium.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::a1963ad2bf824e164239926e67863d86 https://doi.org/10.1007/bf01184881 Zobrazit plný text záznamu Full text from SpringerLink