Synthesis, Reactions, and Antimicrobial Activity of N-Hydroxy-triacetonamine Derivatives

Document Type : Original Article


1 Department of Photochemistry, National Research Centre, Cairo, Egypt

2 Photochemistry Depatment, National Research Centre, Cairo, Egypt.

3 Photochemistry Department, National Research Centre, Egypt


Simple and one step method for preparation of N-hydroxy-2,2,6,6-tetramethyl-4-piperidone is reported. N-Hydroxy-2,2,6,6-tetramethyl-4-piperidone (1) reacts with formaldehyde, formaldehyde and piperidine to afford compounds (3) and (4) respectively. Compound (1) reacts with sodium azide and α-bromosugar to afford corresponding products. Compound (1) reacts with 2-(4-chlorobenzylidene)malononitrile to afford 1,6-napthyridine derivative (9). N-Hydroxy-2,2,6,6-tetramethyl-4-piperidone (1) reacts with p-chlorobenzaldehyde and cyanoacetamide to produce 1,6-napthyridine derivative (10a). N-Hydroxy derivative (1) reacts also with p-chlorobenzaldehyde and ethylcyanoacetate to afford 1,6-napthyridine (10b). Antimicrobial screening of some of the synthesized compounds has been performed.


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