ChemInform Abstract: Synthesis and Characterization of Derivatives and Dimers of 4,5-Dicyanoimidazole

Autor:	Eric C. Coad, Hui Liu, Paul G. Rasmussen
Rok vydání:	2010
Předmět:	Substitution reaction chemistry.chemical_compound chemistry Nucleophile Nucleophilic aromatic substitution Halogen Lithium chloride Diglyme Ether General Medicine Medicinal chemistry Potassium fluoride
Zdroj:	ChemInform. 30
ISSN:	1522-2667 0931-7597
Popis:	Synthesis of 1-methyl-2-fluoro-4,5-dicyanoimidazole was accomplished by halogen exchange between 1-methyl-2-bromo-4,5-dicyanoimidazole and potassium fluoride with catalytic 18-crown-6 ether in diglyme. Halogen exchange between 1-methyl-2-bromo-4,5-dicyanoimidazole and lithium chloride in N-methylpyrrolidinone at 150°C yielded 1-methyl-2-chloro-4,5-dicyanoimidazole, while additional heating to 210°C resulted in the subsequent demethylation to yield 2-chloro-4,5-dicyanoimidazole. The nucleophilic aromatic substitution reactions of various imidazole nucleophiles with 1-methyl-2-fluoro-4,5-dicyanoimidazole resulted in several derivatives of 2-(4′,5′-dicyano-1′-imidazoyl)-4,5-dicyanoimidazole. The pKa, UV, and electronic properties are reported.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::46f2c37c4f6ebe1956749c54fea6b50c https://doi.org/10.1002/chin.199928152 Zobrazit plný text záznamu Plný text