ChemInform Abstract: Synthesis of Azole Derivatives from 3‐Phenylaminopropanohydrazide and Evaluation of Their Antimicrobial Efficacy.

Abstract

Ring closure reactions O 0130Synthesis of Azole Derivatives from 3-Phenylaminopropanohydrazide and Evaluation of Their Antimicrobial Efficacy. -Five-membered heterocyclic compounds are constructed through direct transformations or via intermediate semicarbazides.Thus, pyrazole and pyrrole derivatives (IX) and (XI) having a phenylaminopropanoyl moiety are prepared from phenylaminopropanohydrazide (I) by condensation with diketones (VIII) and (X), resp. Intramolecular cyclization reaction of semicarbazides (III) and (XIII) or carbamoyl derivative (VI) afford new triazole (IV) and (XV), oxadiazole (V) and (VII), and thiadiazole (XIV) compounds. (V), (VII), and (XIV) exhibit in vitro antimicrobial activity. -(TUMOSIENE, I.; KANTMINIENE, K.; PAVILONIS, A.; MAZELIENE

The synthesis of disubstituted 4-methyl-N,N-dipropylbenzenamine derivatives bearing identical azolethione(thiol) moieties as antioxidant agents

“…3,3'-(p-Tolylazanediyl)dipropionic acid (1) was synthesised as described in [45,46]. The 1 H, 13 C NMR spectra as well as IR spectra were found to be identical with the ones described in [45,46].…”

“…The starting compounds, 3,3'-(p-tolylazanediyl)dipropionic acid (1), and 3,3'-(ptolylazanediyl)di(propanehydrazide) (2) were synthesised as reported in [45,46] (Scheme 1). Reaction of hydrazide 2 with methyl isocyanate in methanol afforded 2,2'-(3,3'-(p-tolylazanediyl)bis(propanoyl))bis(Nmethylhydrazine-1-carbothioamide) (3) in 74% yield.…”

“…This splitting of the proton resonances shows that when dissolved in DMSO-d 6 , hydrazones 23-27 form a mixture of Z/E isomers with respect to the hindered rotation around the amide bond. Usually, the more energetically favoured Z isomer predominates [49,50].…”