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Synthesis and Antibacterial and Antifungal Studies of Novel Nitrogen Containing Heterocycles from 5-Ethylpyridin-2-ethanol.

Patel NB, Patel HR - Indian J Pharm Sci (2010)

Bottom Line: Imidazolinones (6a-o) were synthesized from reaction of pyrimidine and oxazolone derivatives (prepared by Erlenmeyer azlactone synthesis).The structures of the synthesized compounds were assigned on the basis of elemental analysis, IR, (1)H and (13)C NMR spectral data.Most of these compounds showed better inhibitory activity in comparison to the standard drugs.

View Article: PubMed Central - PubMed

Affiliation: Department of Chemistry, Veer Narmad South Gujarat University, Surat-395 007, India.

ABSTRACT
A novel series of chalcones, pyrimidines and imidazolinone is described; chalcones (4a-o) were prepared from the lead molecule 4-[2-(5-ethylpyridin-2-yl)ethoxy]benzaldehyde. Pyrimidine (5a-o) derivatives were prepared from the reaction of chalcones and guanidine nitrate in alkali media. Imidazolinones (6a-o) were synthesized from reaction of pyrimidine and oxazolone derivatives (prepared by Erlenmeyer azlactone synthesis). The structures of the synthesized compounds were assigned on the basis of elemental analysis, IR, (1)H and (13)C NMR spectral data. All the products were screened against different strains of bacteria and fungi. Most of these compounds showed better inhibitory activity in comparison to the standard drugs.

No MeSH data available.


Synthetic protocol of oxazol-5(4H)-one (Erlenmeyer azlactone synthesis) (C)
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Figure 1: Synthetic protocol of oxazol-5(4H)-one (Erlenmeyer azlactone synthesis) (C)

Mentions: A mixture of p-fluoro benzaldehyde (0.33 mol), hippuric acid (0.33 mol) and potassium acetate (0.33 mol) in acetic anhydride (0.83 mol) was refluxed with stirring for 15 min (reaction progress was monitored by TLC using (3:1 isohexane-ethyl acetate as eluent). The mixture was then cooled down and neutralised by addition of solid potassium carbonate. The solid product was separated by filtration, dried and purified by crystallization. The synthetic route has been shown in scheme 1.


Synthesis and Antibacterial and Antifungal Studies of Novel Nitrogen Containing Heterocycles from 5-Ethylpyridin-2-ethanol.

Patel NB, Patel HR - Indian J Pharm Sci (2010)

Synthetic protocol of oxazol-5(4H)-one (Erlenmeyer azlactone synthesis) (C)
© Copyright Policy - open-access
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC3116307&req=5

Figure 1: Synthetic protocol of oxazol-5(4H)-one (Erlenmeyer azlactone synthesis) (C)
Mentions: A mixture of p-fluoro benzaldehyde (0.33 mol), hippuric acid (0.33 mol) and potassium acetate (0.33 mol) in acetic anhydride (0.83 mol) was refluxed with stirring for 15 min (reaction progress was monitored by TLC using (3:1 isohexane-ethyl acetate as eluent). The mixture was then cooled down and neutralised by addition of solid potassium carbonate. The solid product was separated by filtration, dried and purified by crystallization. The synthetic route has been shown in scheme 1.

Bottom Line: Imidazolinones (6a-o) were synthesized from reaction of pyrimidine and oxazolone derivatives (prepared by Erlenmeyer azlactone synthesis).The structures of the synthesized compounds were assigned on the basis of elemental analysis, IR, (1)H and (13)C NMR spectral data.Most of these compounds showed better inhibitory activity in comparison to the standard drugs.

View Article: PubMed Central - PubMed

Affiliation: Department of Chemistry, Veer Narmad South Gujarat University, Surat-395 007, India.

ABSTRACT
A novel series of chalcones, pyrimidines and imidazolinone is described; chalcones (4a-o) were prepared from the lead molecule 4-[2-(5-ethylpyridin-2-yl)ethoxy]benzaldehyde. Pyrimidine (5a-o) derivatives were prepared from the reaction of chalcones and guanidine nitrate in alkali media. Imidazolinones (6a-o) were synthesized from reaction of pyrimidine and oxazolone derivatives (prepared by Erlenmeyer azlactone synthesis). The structures of the synthesized compounds were assigned on the basis of elemental analysis, IR, (1)H and (13)C NMR spectral data. All the products were screened against different strains of bacteria and fungi. Most of these compounds showed better inhibitory activity in comparison to the standard drugs.

No MeSH data available.