Investigation of the Pechmann reaction between 2,7-dihydroxynaphthalene and ethyl acetoacetate 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
Indian Chemical Society
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-Dihydroxynaphthalene (DHN) and ethyl acetoacetate (EAA) were chosen as starting materials and 80% H 2SO4, PPA and HCIO4 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 HCIO4 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
Acetic Acid Derivative; Acetoacetic Acid Ethyl Ester; Benzochromone; Benzocoumarin; Chlorine; Chromone Derivative; Coumarin Derivative; Hydrogen; Oxygen; Sulfuric Acid; Unclassified Drug; Article; Chemical Reaction; Drug Synthesis; Isomer; Polymerization
Kaynak
Journal of the Indian Chemical Society
WoS Q Değeri
Scopus Q Değeri
Q4
Cilt
80
Sayı
9
