Abstract
The 1,2,4,3,5-triazadiphosphinanyl derivative 5 and bis-(α-aminophosphonate) derivatives 6 and 8a,b bearing chromone moieties were synthesized by addition of diethyl phosphite to new condensation products that formed by condensation of 4-oxo-4H-chromene-3-carboxaldehyde (1) with phosphonic dihydrazide, 1,3-diaminopropane and 1,4-diaminobutane.
Highlights
Introduction αAminophosphonates and α–aminophosphonic acids as analogues α–amino acids have received great interest due to their useful biological activities as antifungal agents,[1,2] herbicides,[3,4] and plant growth regulators.2,5 4-Oxo-4H-chromene derivatives display antimicrobial,[6,7] antifungal,[8,9] antiparasitic and immunosuppressant properties[10] and are important agents for dying fibres especially hair.[11]
We report the synthesis and characterization of some novel α-aminophosphonate derivatives bearing chromone moieties prepared by addition of diethyl phosphite to new condensation products between 4-oxo-4H-chromene-3-carboxaldehyde (1) and phosphonic dihydrazide, 1,3-diaminopropane and 1,4-diaminobutane
Condensation of 4-oxo-4H-chromene-3-carboxaldehyde (1) with phosphonic dihydrazide took place when heated in the ratio 1:1 and 2:1 in boiling ethanol (Scheme 1) to give new hydrazones such as N-[(4-oxo-4H-chromen-3-yl)methylene]phosphonic dihydrazide (2) and N1,N5-bis[(4
Summary
Condensation of 4-oxo-4H-chromene-3-carboxaldehyde (1) with phosphonic dihydrazide took place when heated in the ratio 1:1 and 2:1 in boiling ethanol (Scheme 1) to give new hydrazones such as N-[(4-oxo-4H-chromen-3-yl)methylene]phosphonic dihydrazide (2) and N1,N5-bis[(4-. Oxo-4H-chromen-3-yl)methylene]phosphonic dihydrazide (3), respectively, in good yields. The hydrazones were characterized by elemental analysis, IR and 1H NMR spectrum
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