Investigation of the Pechmann reaction between 2,7-dihydroxynaphthalene and ethyl a cetoacetate with different condensing agents.: Synthesis of benzocoumarin and benzochromone systems and their bi- and bis-derivatives
Küçük Resim Yok
Tarih
2003
Yazarlar
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Scientific Publ-India
Erişim Hakkı
info:eu-repo/semantics/closedAccess
Özet
Attempts were made to synthesise the benzocoumarin and benzochromone systems by Pechmann reaction. As an extension, it was also planned to make bi- and bis-derivatives of these compounds. 2,7-Dihydroxy naphthalene (DHN) and ethyl acetoacetate (EAA) were chosen as starting materials and 80% H2SO4, PPA and HClO4 were used as condensing agents. H2SO4 gave a benzochromone with a low yield together with isomeric benzocoumarins. PPA gave angular benzocoumarin and benzochromone but no linear benzocoumarin was obtained. When HClO4 was employed the isomeric benzocoumarins were obtained with no indication of the formation of benzochromone ring. Attempts were also made to couple some of the compounds synthesised. Only one bi-benzocoumarin was obtained in one case. No angular benzocoumarin and angular benzochromone compounds gave the coupling reaction. Also, to obtain bis-derivatives, the Mannich reaction was applied.
Açıklama
Anahtar Kelimeler
Condensation, Coumarins, Chloride
Kaynak
Journal Of The Indian Chemical Society
WoS Q Değeri
Q4
Scopus Q Değeri
Cilt
80
Sayı
9
