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Unusual formation of (E)-11-(amino­methyl­ene)-8,9,10,11-tetra­hydro­pyrido[2′,3′:4,5]pyrimido[1,2-a]azepin-5(7H)-one and its crystal structure

Overview of attention for article published in Acta Crystallographica Section E: Crystallographic Communications, September 2017
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Title
Unusual formation of (E)-11-(amino­methyl­ene)-8,9,10,11-tetra­hydro­pyrido[2′,3′:4,5]pyrimido[1,2-a]azepin-5(7H)-one and its crystal structure
Published in
Acta Crystallographica Section E: Crystallographic Communications, September 2017
DOI 10.1107/s2056989017013093
Pubmed ID
Authors

Kh.U. Khodjaniyazov, U.S. Makhmudov, K.K. Turgunov, B.Z. Elmuradov

Abstract

Selective C-formyl-ation of 8,9,10,11-tetra-hydro-pyrido[2',3':4,5]pyrimido[1,2-a]-azepin-5(7H)-one has been studied for the first time. It was revealed that formyl-ation proceeds by the formation of an inter-mediate salt, which due to the re-amination process on treatment with aqueous ammonia transformed into the corresponding (E)-11-(amino-methyl-ene)-8,9,10,11-tetra-hydro-pyrido[2',3':4,5]-pyrimido[1,2-a]azepin-5(7H)-one, C13H14N4O, as an E-isomer. Formyl-ation was carried out by Vilsmeier-Haack reagent and the structure of the synthesized compound was confirmed by X-ray structural analysis, spectroscopic and LC-MS methods. In the mol-ecule, the seven-membered penta-methyl-ene ring adopts a twist-boat conformation.

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Geographical breakdown

Country Count As %
Unknown 3 100%

Demographic breakdown

Readers by professional status Count As %
Professor > Associate Professor 1 33%
Student > Bachelor 1 33%
Unknown 1 33%
Readers by discipline Count As %
Chemistry 1 33%
Medicine and Dentistry 1 33%
Unknown 1 33%