Synthesis, Structural Elucidation and Anti Microbial Screening of N-(4-aryl amine)-2-{[4-phenyl-5- (pyridin-4-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetamide Derivatives

A new series of 2-[4-phenyl-5-(pyridine-4-phenyl)-4H-[1,2,4]triazole-3ylSulfanyl]-N-aryl-acetamide have been synthesized by the condensation of 4-phenyl-5-(pyridine-4-yl)-4H-1,2,4-triazole-3-thiol and 2-Chloro-N-(aryl)acetamide in presence of anhydrous potassium Carbonate. The Structure of Synthesized compound was assigned by H1NMR,MASS Spectra,IR Spectra and Elemental Analysis . All the compound were Screened for their in-vitro Antibacterial, Antifungal and anti tuberculosis activity. Introduction The synthesis of compound containing 1,2,4 triazole ring system has attracted attention because of its wide range of pharmaceutical activity. A variety of biological compound such as anti-inflammatory, analgesic, antibacterial, antifungal, anti tubercular, antiviral, antitumor, anticonvulsant, and anti depressant have been reported for Mercapto and thione substituted 1,2,4 triazole ring system1,2,7. In last few decades the chemistry of 1,2,4triazole and their fused heterocyclic derivatives has received important because of there effective biological importance. A wide number of drugs containing 1,2,4-triazole ring system are incorporated because of there wide therapeutically interests including anti inflammatory, CNS stimulants, sedatives, anti anxiety, such as fluconazole, intraconazole, Voriconazole, Also there known drug containing the 1,2,4-triazole group eg. Triazolam, Alprazolam, Etizolam and Furacylin2,6,8. Moreover sulphur containing heterocycles represents important group of sulphur compound that are promising for use in practical application3. Among these heterocycles the Mercapto and Thione substituted 1,2,4-triazole ring system have been well studied4,9. Acetanilide derivatives are reported to exhibit a number of biological activities including anesthetic, antipyretic, anti inflammatory, and anti bacterial effects substitution including alkyl thio and alkenylthio derivatives have been carried out primarily at the third position of the 1,2,4-triazole ring as potential antimicrobial agents5,1. In continuation of our interest on chemistry of functionalized chloroacetamide derivatives because of the high mobility of chloride atom and reactive N-H group compound containing chlorocetamide. Materials and Methods All melting points were determined using open capillary tubes on electronic apparatus and were uncorrected. The IR spectra (4000-400 cm-1) of synthesized compounds were recorded on Shimadzu 8400-s FTIR spectrometer with KBr pellets. To monitor the reactions, establish the identity, purity of reactants and products, thin layer chromatography performed on TLC coated with silica gel using appropriate mobile phase system and spots visualized under UV radiation. Nuclear magnetic resonance spectra was recorded using Bruker 400 MHz model spectrometer using DMSO as a solvent and TMS as internal standard (Chemical shifts in d ppm). All new compounds subjected to elemental analysis and the results obtained were in acceptable range. N O


Introduction
The synthesis of compound containing 1,2,4 triazole ring system has attracted attention because of its wide range of pharmaceutical activity. A variety of biological compound such as anti-inflammatory, analgesic, antibacterial, antifungal, anti tubercular, antiviral, antitumor, anticonvulsant, and anti depressant have been reported for Mercapto and thione substituted 1,2,4 triazole ring system 1,2,7 .
In last few decades the chemistry of 1,2,4-triazole and their fused heterocyclic derivatives has received important because of there effective biological importance. A wide number of drugs containing 1,2,4-triazole ring system are incorporated because of there wide therapeutically interests including anti inflammatory, CNS stimulants, sedatives, anti anxiety, such as fluconazole, intraconazole, Voriconazole, Also there known drug containing the 1,2,4-triazole group eg. Triazolam, Alprazolam, Etizolam and Furacylin 2,6,8 .
Moreover sulphur containing heterocycles represents important group of sulphur compound that are promising for use in practical application 3 . Among these heterocycles the Mercapto and Thione substituted 1,2,4-triazole ring system have been well studied 4,9 . Acetanilide derivatives are reported to exhibit a number of biological activities including anesthetic, antipyretic, anti inflammatory, and anti bacterial effects substitution including alkyl thio and alkenylthio derivatives have been carried out primarily at the third position of the 1,2,4-triazole ring as potential antimicrobial agents 5,1 .
In continuation of our interest on chemistry of functionalized chloroacetamide derivatives because of the high mobility of chloride atom and reactive N-H group compound containing chlorocetamide.

Materials and Methods
All melting points were determined using open capillary tubes on electronic apparatus and were uncorrected. The IR spectra (4000-400 cm-1) of synthesized compounds were recorded on Shimadzu 8400-s FTIR spectrometer with KBr pellets. To monitor the reactions, establish the identity, purity of reactants and products, thin layer chromatography performed on TLC coated with silica gel using appropriate mobile phase system and spots visualized under UV radiation. Nuclear magnetic resonance spectra was recorded using Bruker 400 MHz model spectrometer using DMSO as a solvent and TMS as internal standard (Chemical shifts in d ppm). All new compounds subjected to elemental analysis and the results obtained were in acceptable range.

step-1
Pyridine-4-carboxylic acid(0.1mole) in 200 ml methanol and 6.0ml concentrated H 2 SO 4 was refluxed 12hours.and poured into The cold ice.The obtained product was filtered and was with cold water.Recrystallised from alcohol.The progress of the reaction was monitored by TLC using toluene:actone(8:2) as eluent.
Step-2 Methyl pyridine-4-carboxylate(0.1mole) and hydrazine hydrate(0.2mole) in methanol was refluxed for 15hours and poured into the ice. The obtained product is Filtered and washed with cold water. Recrystallized from ethyl alcohol. The progress of the reaction was monitoredbyTLC using toluene:acaetone(8:2) as eluent.
Step-3 The mixture of pyridine-4-carbohydrazide(0.1mole) and phenyl isothiocyanate (0.1mole) was refluxed in ethanol(220ml) for the 3hours.after cooling the formed product was collected by filtration and recystallisation from ethanol. The progress of the reaction was monitored by TLC using toluene:acetone(8:2) as eluent.
Step-4 The mixture of N-phenyl-2-(pyridine-4-ylcarbonyl)hydrazinecarbothioamide (0.05mole) and 80ml of 2N NaOH was refluxed for 4hours.The resulting solution was cooled and poured into the ice and neutralize with 2N HCl.The precipitate was filtered and washed with cold water.Dried and recrystallised from ethanol. The progress of the reaction was monitored by TLC using toluene:acetone(8:2) as eluent.
Step-5 0.02mole of chloroacetyl chloride and 2-4 drops of triethyl amine was added in the 30ml of Benzene.this mixture was stirred in ice bath.The solution of aryl amine(0.02mole) in 30ml benzene was added dropwise and refluxed for 5hours. The resulting ppt.upon cooling were filtered and wahed with benzene.recrystalllized from ehanol. The progress of the reaction was monitored by TLC using toluene:acetone(8:2) as eluent.