Synthesis of New Diazahomoadamantanone and Study the Reactivity of Carbonyl group

Abstract

In this paper, new diazahomoadamantane was prepared by condensation of cyclic ketone (cyclododecanone) with 1,3,6,8-tetraazatricyclo[4.4.1.13,8]dodecane and acetic acid in 2-propanol gave new diazahomoadamantanone (13,16-diazatetracyclo-[9.6.1.11,13.111,16]eicosan-18-one) by Mannich,s reaction. Also were studied the reactivity of carbonyl group with various chemical agents like ( NaBH4 , H2N-NH2.H2O and NH2-OH.HCl). A simplified procedure was developed for the synthesis of 1,3,6,8-tetraazatricyclo [4.4.1.13,8]dodecane from condensation of ethane-1,2-diamine with paraform (Type A) in a very good yield. This new compound was characterized by FT-IR, Mass spectrum, 1H NMR and 13C NMR spectroscopy methods

Keywords

• mannich reaction
• ethane
• diamine
• paraformaldehyde
• cyclododecanone
• diazahomoadamantanone