Reactions of 3-[N-chloroacetylamino-N-(4-nitrophenyl)]-2-formylindole with alkylamines

Autor:	Lyudmila M. Alekseeva, V. G. Granik, S. Yu. Ryabova, E. A. Lisitsa, A. S. Shashkov
Rok vydání:	2007
Předmět:	Indole test chemistry.chemical_compound Benzylamine Ethanolamine chemistry Stereochemistry Ethylamines Propylamine General Chemistry Carbon-13 NMR Heteronuclear single quantum coherence spectroscopy
Zdroj:	Russian Chemical Bulletin. 56:1595-1602
ISSN:	1573-9171 1066-5285
DOI:	10.1007/s11172-007-0249-z
Popis:	The reactions of 3-[N-chloracetylamino-N-(4-nitrophenyl)]-2-formylindole (1a) with 2-(N, N-dialkylamino)ethylamines afford complex condensation products 7b,c consisting of two similar but not identical diazepinoindole fragments. For the reaction of compound 1a with 3-(N,N-diethylamino)propylamine, the process occurs in a different manner, and the predominant product is 4-ethylaminopropyl-1-(4-nitrophenyl)-2-oxo-1,2,3,4,5,6-hexahydro[1,4]diazepino[6,5-b]indole hydrocloride (14). Two routes of these unexpected transformations were proposed. The structures of the synthesized products were proved by the 1sH and 13C NMR, HMBC, and HSQC (direct proton-carbon correlation) spectra.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::b8f3d502bcc6142f91b883ff906ee3de https://doi.org/10.1007/s11172-007-0249-z Zobrazit plný text záznamu Full text from SpringerLink