Synthesis and characterization of 1,4-dihydrolutidine from | 16623
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Synthesis and characterization of 1,4-dihydrolutidine from formaldehyde, acetylacetone and plasma albumin


Ugye J.T, Uzairu A, Idris S. O, Kwanashie H.O

The 3,5-diacetyl-1, 4-dihydrolutidine adduct was prepared from (acetylacetone ), a beta diketone, formaldehyde and plasma albumin and was characterized by measuring its melting point, IR analysis, Uv spectra characteristics as well as the microbial activity. The reagents were mixed in a one pot synthesis and were refluxed for one hour and allowed to stay overnight where a yellow adduct was obtained and was filtered and dried over phosphorus pentaoxide(P2O5). The adduct was found to absorbed ultra violet light at three maximum wavelengths, at λ max 250, 255 and 410 nm with an absorption coefficient (ϵ ) of1645, 1812 and 1483 L mol-1 cm-1 respectively . The IR analysis showed the functional groups present in the adduct as follows: The band at 2900.76cm-1 was assigned to aldehyde (HC=O) group. The ones at 3850.70 cm-1, 3736.73 70 cm-1 and 3617.4770 cm-1 were found to be (O-H) stretch for water of hydration and N-H vibrations. The sharp 2356.87 band was found to be due to N-H stretch from amines in the adduct while the bands at 1739.68 and 1547.01 cm-1 were attributed to C=O and C-H stretches and the remaining band at 1032.63 cm-1 was found to be a C-N stretch due to tertiary amines. The adduct also showed some antimicrobial effect to some micro- organism such as Bacillus sustilis (12.0mm), Proteum mirabilis (16.0mm) and Canidadalbicans (14.0mm) as their growth was inhibited when placed around their growth media. It was also found to have no effect on some micro- organisms such as Escherichia coli and Staphylococcus aureuswhen it was placed around their growth media. The melting point analysis showed that the adduct has a melting temperature range of 179.5- 180.4oC. The findings from the study have shown that the prepared adduct is a Schiff base and a protein.

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