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ABSTRACT:
Acetanilide was the first aniline derivative serendipitously found to possess analgesic as well as antipyretic property. The literature review shows that the synthesis and characterization of acetanilide derivatives do not have the selected aldehyde derivatives. The present work was planned to synthesis acetanilide derivatives using different aromatic aldehyde derivatives like 4-dimethyl amino benzaldehyde; 3, 4, 5-trimethoxy benzaldehyde; 2-pyridine carbaldehyde; sulphonated hydrazine and PABA. Acetanilide was prepared by reacting aniline, acetic anhydride and glacial acetic acid. The produced acetanilide is the substituted with different aromatic aldehydes. Then the antimicrobial activity of synthesized acetanilide derivatives and streptomycin as standard was performed on both gram negative (E. coli, Pseudomonas aeruginosa) and gram positive (Bacillus subtilus and Bacillus cereus) organisms. The acetanilide derivatives of 3, 4- dimethyl benzaldehyde; 2- pyridine carbaldehyde; sulphonated acetanilide with PABA and sulphonated acetanilide with hydrazine compounds shows more zone of inhibition when compared streptomycin as standard. The antimicrobial effect of synthesized compounds was significant when compared with the standard drug streptomycin.
KEYWORDS: Acetanilide, Aldehyde Derivatives, Streptomycin, Gram Positive and Gram Negative Organisms.
INTRODUCTION:
Acetanilide is a versatile substance employed for the synthesis of a large variety of heterocyclic compounds and possess broad spectrum of biological activities like antibacterial, antiviral, antifungal, anti-inflammatory, analgesic. It is also used in the intermediation in rubber accelerator synthesis, dyes and dye intermediate synthesis and camphor synthesis. It is also found as a key intermediate for the manufacture of the sulpha drugs and as a precursor in the synthesis of penicillin and other pharmaceuticals.
From the literature survey (1, 2 6 8 9 10) it is understood that acetanilide does not have the selected aldehyde derivatives. So, the present work is planned to out the novel synthesis, characterization and microbial activity. In the present study, the starting material acetanilide can be produced by reacting acetic anhydride with aniline. The obtained acetanilide is allowed to react with some aromatic aldehydes such as 4-dimethyl amino benzaldehyde, 3, 4, 5-trimethoxybenzaldehyde and 2pyridine carboxyaldehyde. Further the work extended to find acetanilide derivatives in different reaction methods. For that the synthesized acetanilide is allowed to react with chloro sulfonicacid, the result is parasulphonyl chloride acetanilide is obtained, which is allowed to react with hydrazine and PABA, for getting the new acetanilide derivatives....