Synthesis, characterization and investigation of anti-Oxidant activity of hydrazide-hydrazone derivatives of 2-(2-Isopropyl-5-Methyl phenoxy) acetohydrazide

[...]occurring thymol derivatives are also biologically active. Synthesis of ethyl-2-(2-isopropyl-5 methyl phenoxy) acetate (2): A mixture of thymol(1) (0.02 M) and anhydrous K2CO3 (0.03 M) in an excess of dry acetone (75 mL) was stirred at reflux for 4 h. Into the stirred suspension, ethyl chloroac...

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Bibliographic Details
Published inAsian Journal of Research in Chemistry Vol. 11; no. 3; pp. 533 - 538
Main Authors Sathe, Pradnya S., Pete, Umesh D., Bendre, Ratnamala S.
Format Journal Article
LanguageEnglish
Published Raipur A&V Publications 01.05.2018
Subjects
Acetone
Antimicrobial agents
Antioxidants
Chemistry
Derivatives
Ethanol
Hydrazones
Hydrogen bonding
Imines
Isomers
Molecular weight
NMR
Nuclear magnetic resonance
Oils & fats
Oxidation
Pharmaceutical sciences
Pharmacy
Phenols
Potassium carbonate
Solvents
Synthesis
Thymol
Toluene
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Summary:[...]occurring thymol derivatives are also biologically active. Synthesis of ethyl-2-(2-isopropyl-5 methyl phenoxy) acetate (2): A mixture of thymol(1) (0.02 M) and anhydrous K2CO3 (0.03 M) in an excess of dry acetone (75 mL) was stirred at reflux for 4 h. Into the stirred suspension, ethyl chloroacetate (0.02 M) in dry acetone (10 mL) was added drop wise during 1 h. and stirring was continued for 4 h. After keeping the reaction mixture overnight, the excess of solvent was removed and the residue was poured on crushed ice. The intensities of the NMR signals suggest that the proportion of the two isomers is in the ratio 3:1. [...]the two isomers may be in equilibrium with each other (Figure 1) In case of Schiff bases 4g, 4h presence of averaged signals may be due to intramolecular hydrogen bonding acting as barrier for N-N single bond rotation (Figure 2) and resisting them to isomerize. All the compounds were screened for their antioxidant activity by DPPH method, the study revealed that the derivatives 4a, 4b, 4c, and 4d exhibit promising antioxidant activity and derivatives 4e, 4f, 4g, 4h and 4i have moderate antioxidant activity as compared to standard Butylated Hydroxy Toluene. [...]compounds could play a major role in controlling oxidation.
ISSN:0974-4169
0974-4150
DOI:10.5958/0974-4150.2018.00095.0