[Synthesis and insecticidal activity of the novel hydroxylbenzenedisulfonanilides compounds]
Yu Shi1, Ya-xin Jiang, Xue-ping Niu
1College of Chemistry and Chemical Engineering, Inner Mongolia University, Hohhot 010021, China. shiyu1970@hotmail.com
Aim:
To synthesize novel derivatives of hydroxylbenzenedisulfonanilide with high insecticidal activity against the Fasciola hepatica.
Methods:
o-(m-, p-) Chlorphenol were used to synthesize the title compounds by sulphonation and nucleiphilic-substitution reaction. The uncoupling activity (insecticidal activity) of these compounds were tested by determining the influence on mitochondrial respiration control ratio (RCR) and the variation of inorganic phosphate in oxidative phosphorylation (delta Pi).
Results:
Compounds 1-14 are new compounds. The structures of the compounds were determined by IR, HNMR and elemental analysis. Most new compounds have relatively high uncoupling activities, especially compounds 3, 5, 6 and 9.
Conclusion:
Compounds 3, 5, 6 and 9 will become novel fasciolicides and are worth further studying.
Related Concept Videos
Diazonium Group Substitution: –OH and –H
Preparation and Reactions of Sulfides
Aldehydes and Ketones with HCN: Cyanohydrin Formation Overview
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
Aryldiazonium Salts to Azo Dyes: Diazo Coupling
Amines to Sulfonamides: The Hinsberg Test
Generally, a primary amine reacts with the Hinsberg reagent to produce an N-substituted benzenesulfonamide. The electron-withdrawing sulfonyl...
