Study of the by-products in the synthesis of 1,3-benzoxazin-4-one spiropyrans

Study of the by-products in the synthesis of 1,3-benzoxazin-4-one spiropyrans

The work discusses the mechanism of the formation of by-products during the synthesis of spiropyrans based on 1,3-benzoxazin-4-one heterocycle as a result of the hydrolysis of intermediate styryl salt, which explains the low yields of this class of compounds. The structures of the isolated by-produc...

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Veröffentlicht in:Russian chemical bulletin 2023-04, Vol.72 (4), p.990-996
Hauptverfasser: Pugachev, A. D., Ozhogin, I. V., Kozlenko, A. S., Dmitriev, V. S., Chepurnoy, P. B., Mukhanov, E. L., Lukyanov, B. S.
Format: Artikel
Sprache:eng
Schlagworte:
Byproducts
Chemical analysis
Chemical synthesis
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Full Articles
Infrared spectroscopy
Inorganic Chemistry
NMR spectroscopy
Organic Chemistry
Spiropyrans
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Beschreibung
Zusammenfassung:The work discusses the mechanism of the formation of by-products during the synthesis of spiropyrans based on 1,3-benzoxazin-4-one heterocycle as a result of the hydrolysis of intermediate styryl salt, which explains the low yields of this class of compounds. The structures of the isolated by-products were confirmed by IR and NMR spectroscopy using 2D homo- and heteronuclear experiments, as well as by elemental analysis.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-023-3864-1