European Journal of Biomedical and Pharmaceutical Sciences

SYNTHESIS AND STUDY OF IMIDAZOLE DERIVATIVES OF ARYL SUBSTITUTED 1,3-THIAZINES AND THEIR NANOPARTICLES WITH SPECIAL REFERENCE TO PLANT PATHOGENS OF SOME VEGETABLE CROPS

Chhaya D. Badnakhe*, P. R. Rajput and Madhuri W. Bhade

ABSTRACT

The synthesis, spectral analysis and biological activities of 4-(2’-hydroxy-3’,5’-dichlorophenyl)-6-(4”-nitrophenyl)-2-[4-(2-hydroxy-3,5-dichlorophenyl)-2-mercapto-imidazolo]-3-6-dihydro-1,3-thiazine(A”) have been carried out. In this case 4-(2'-hydroxy-3',5'-dichlorophenyl)-6-(4"-nitrophenyl)-2-imino-3,6-dihydro-1,3- thiazine (A), 4-(2’-hydroxy-3’,5’-dichlorophenyl)-6-(4”-nitrophenyl)-2-[(2-hydroxy-3,5-dichlorophenyl)ethanonylamino]-3-6-dihydro-1,3-thiazine (A’) & 4-(2’-hydroxy-3’,5’-dichlorophenyl)-6-(4”-nitrophenyl)-2-[4-(2-hydroxy-3,5-dichlorophenyl)-2-mercapto-imidazolo]-3-6-dihydro-1,3-thiazine (A’’) have been screened. The compounds A was synthesized from 2'-hydroxy-3,5-dichlorophenyl-4-(4”-nitrophenyl) chalcone (a) by the action of thiourea, while (A’’) was synthesized from (A) by reaction with α-bromo,2-hydroxy-3,5 dichloroacetophenone to get 4-(2’-hydroxy-3’,5’-dichlorophenyl)-6-(4”-nitrophenyl)-2-[(2-hydroxy-3,5-dichlorophenyl) ethanonylamino]-3-6-dihydro-1,3-thiazine (A’). Further (A’) on treatment with KSCN was dissolved in acetic acid gave (A’’). The compound (a) was synthesized from 2’-hydroxy-3’,5’-dichloroacetophenone by the action of p-nitrobenzaldehyde in ethanol and 40% NaOH. The nanoparticles of the compounds A, A’and A’’ have been prepared by using ultrasonic technique. The titled compounds and their nanoparticles were assayed for antipathogenic impact against some common crop pathogens viz - Aspergillus niger, Pseudomonas lachrymans, Fusarium oxysporum and Fusarium solani.

Keywords: Chalcone, thiazine, thiourea, ?-bromo, 2-hydroxy-3,5 dichloroacetophenone, KSCN was dissolved in acetic, antipathogenic activities.