Synthesis and Antimicrobial Activities of Some New 1‐(5‐Phenylamino‐[1,3,4]thiadiazol‐2‐yl)methyl‐5‐oxo‐[1,2,4]triazole and 1‐(4‐Phenyl‐5‐thioxo‐[1,2,4]triazol‐3‐yl)methyl‐5‐oxo‐[1,2,4]triazole Derivatives.

In this paper the synthesis of some substituted 1,3,4-oxadiazoles, 1,3,4-thiadiazoles and 1,2,4-triazoles was achieved. 2-(2,3-dimethyl phenyl amino) benzoic acid was esterified to its ethyl ester by its reaction with absolute ethanol in presence of concentrated sulfuric acid. The ethyl ester was treated with hydrazine hydrate in ethanol to give the corresponding hydrazide. The hydrazide was converted to substituted thiosemicarbazide by its reaction with ammonium thiocyanate. The thiosemicarbazide was treated with sodium hydroxide solution and with sulfuric acid to give 5-(2,3-dimethyl phenyl amino phenyl)-1,2,4-triazole-3-thiol and 2-(2,3-dimethyl phenyl amino phenyl)-5-amino-1,3,4thiadiazole respectively. The acid hydrazide was treated with substituted benzaldehyde to give hydrazones which cyclized to disubstituted 1,3,4oxadiazole, while the reaction of hydrazide with formic acid followed by cyclization of formyl hydrazine by PbO 2 to give monosubstituted 1,3,4oxadiazole. Finally, treatment of hydrazide with carbon disulfite in alcoholic potassium hydroxide gave 2-(2,3-dimethyl phenyl amino phenyl)-1,3,4-oxadiazole-5-thiol. The structures of the synthesized compounds were confirmed by physical and spectral means.

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“…1,2,4-Triazoles showed antiviral, anti-inflammatory and antinociceptive properties (19) , anticancer (20) and antibacterial activity (21) .…”

Section: Abstract Introductionmentioning

confidence: 99%

Synthesis of some substituted 1,3,4-oxadiazoles, 1,3,4-thiadiazoles and 1,2,4-triazoles from 2-(2,3-dimethylphenyl amino) benzoic acid

Daoud¹,

Mohamed²,

Al-Niami³

2009

J.Edu.Sci.

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“…Demirbas et al, (2004) have reported Synthesis and antimicrobial activities of some new 1-(5-phenylamino-[1,3,4]thiadiazol-2-yl)methyl-5-oxo-[1,2,4]triazole and 1-(4-phenyl-5-thioxo-[1,2,4]triazol-3-yl)methyl-5-oxo-[1,2,4]triazole derivatives, Acetic acid ethyl esters containing 5-oxo-[1,2,4]triazole ring (2) were synthesized by the condensation of compounds 1a-f with ethyl bromoacetate in basic media. The reaction of compounds 2a-f with hydrazine hydrate led to the formation of acid hydrazides (3a-f).…”

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confidence: 99%

A Review on Diverse Role of Heterocyclic Moieties Containing Aminoquinoline and Azoles

Bhardwaj¹

2018

Int.J.Curr.Res.Aca.Rev.

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Article InfoOver past few decades, the problems posed by multi-drug resistant microbes have reached an alarming level in many countries around the world. The use of most antimicrobial agents is limited not only by rapidly developing drug resistance but also by the unsatisfactory treatment of microbial infections. In pursuit of this goal, our research efforts are focused on the development of novel structural moieties with diverse activities. Literature survey revealed that various heterocyclic members such as pyrazole, imidazole, triazole, thiadiazole, thiazole are predominantly imperative antibacterial and antifungal agents including azoles derivatives like tazobactam, cefatrizine, rufinamide, fluconazole, itraconazole, voriconazole, posaconazole and ketoconazole.

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Synthesis and Antimicrobial Activities of Some New 1‐(5‐Phenylamino‐[1,3,4]thiadiazol‐2‐yl)methyl‐5‐oxo‐[1,2,4]triazole and 1‐(4‐Phenyl‐5‐thioxo‐[1,2,4]triazol‐3‐yl)methyl‐5‐oxo‐[1,2,4]triazole Derivatives.

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Synthesis of some substituted 1,3,4-oxadiazoles, 1,3,4-thiadiazoles and 1,2,4-triazoles from 2-(2,3-dimethylphenyl amino) benzoic acid

Synthesis of some substituted 1,3,4-oxadiazoles, 1,3,4-thiadiazoles and 1,2,4-triazoles from 2-(2,3-dimethylphenyl amino) benzoic acid

A Review on Diverse Role of Heterocyclic Moieties Containing Aminoquinoline and Azoles

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