Synthesis of ethyl 4-(1,2,3-thiadiazol-4-yl)-5-(bromomethyl)furan-2-carboxylate and its reactions with nucleophiles

Autor:	A. I. Ponyaev, Mikhail L. Petrov, Yu. O. Remizov, L. M. Pevzner
Rok vydání:	2015
Předmět:	chemistry.chemical_compound Hydrolysis chemistry Nucleophile Bromide Furan Furan-2-carboxylate Organic chemistry General Chemistry Ring (chemistry) Amination Methyl group
Zdroj:	Russian Journal of General Chemistry. 85:2728-2734
ISSN:	1608-3350 1070-3632
DOI:	10.1134/s1070363215120117
Popis:	By cyclization of carboethoxyhydrazone of ethyl 4-acetyl-5-methylfuran-2-carboxylate under the conditions of Hurd–Mori reaction ethyl 4-(1,2,3-thiadiazol-4-yl)-5-methylfuran-2-carboxylate was synthesized. The ester obtained was brominated with N-bromosuccinimide at the methyl group in the furan ring. This bromide reacts with various N-, S-, O-, and P-nucleophiles to form the corresponding substitution products. Furylthiadiazole fragment remains stable in the course of these transformations.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::8981612bed5f4648d9578bc2bc268ac3 https://doi.org/10.1134/s1070363215120117 Zobrazit plný text záznamu Full text from SpringerLink