Abstract
In this work the synthesis of some substituted 1,2,4-triazoles and five ring system's reported. 2-(4-Chlorophenoxy) acetic acid (S1) was synthesis from corresponding substituted phenol by its reaction with chloroacetic acid in sodium hydroxide solution, the acids (Q1 and S1) esterified with methanol and sulfuric acid to give esters (Q2 and S2) which converted to acid hydrazides (Q3 and S3) by their reaction with hydrazine hydrate in ethanol. The acid hydrazides (Q3 and S3) were treated with carbon disulfide in potassium hydroxide solution to give potassium salts (Q4 and S4) the formed salts were treated with hydrazine hydrate to give substituted 4-amino-1,2,4-triazoles (Q5 and S5). 4-Amino-1,2,4-Triazole (Q5 and S5) were converted to (Q6 and S6), (Q9 and S9) and (Q10 and S10) by treating with CS2 in pyridine, urea and chloroacetic acid. While reaction of 4-amino-1,2,4-triazole (Q5 and S5) with phenyl isothiocyanate gave thiosemicarbazide derivatives (Q7 and S7) that converted to N-phenyl substituted 1,2,4-triazole (Q8 and S8). The structures of the synthesized compounds were confirmed by physical and spectral data.
Highlights
In the last few decades, the chemistry of heterocycles containing 1,2,4-triazole moiety was reported to show a wide spectrum of biological activity as antibacterial, against B. subtilis,S. aureus, P. aeruginosa and E. coli. [1,2] like compound (I) that prepared by reaction of N-acetyl-p-amino benzoic acid and 4-amino-5-phenyl-4H-1,2,4-triazole-3-thiol in POCl3
The reaction of potassium-3-(4-nitrobenzoyl) dithiocarbazate with hydrazine hydrate give 4amino-3-mercapto-5-(4-nitro)phenyl-1,2,4-triazole that used as a nucleus to prepared 4-(substituted ethanoyl) amino-3-mercapto-5-(4-nitro) phenyl-1,2,4-triazoles were synthesized as novel antimicrobial agents starting from 4-nitrobenzoic acid[5]
In this research the synthesis of new mono and bicyclic five membered ring heterocyclic compounds are reported. 4-Chlorophenol was treated with chloroacetic acid to give 4-chloro phenoxy acetic acid (Q1) which when esterified with another phenoxy acetic acid (2,4-dichloro phenoxy acetic acid S1) to gave methyl ester (Q2,S2) by their reaction with absolute methanol in presence of sulfuric acid
Summary
In the last few decades, the chemistry of heterocycles containing 1,2,4-triazole moiety was reported to show a wide spectrum of biological activity as antibacterial, against B. subtilis,S. aureus, P. aeruginosa and E. coli. [1,2] like compound (I) that prepared by reaction of N-acetyl-p-amino benzoic acid and 4-amino-5-phenyl-4H-1,2,4-triazole-3-thiol in POCl3. تم تحويل الاسترين الناتجين،)Q2 وS2( وتمت أسترة الناتج في الميثانول بوجود حامض الكبريتيك الى مثيل الاسترين،الصوديوم .) من خلال تفاعلهما مع الهيد ارزين المائي في الايثانولQ3 وS3( الى هيد ارزيد الحامض ) من خلال تفاعلهما مع ثنائي كبريتيد الكربون فيS4 وQ4
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