Synthesis Of Thiazoline And Thiazine Thioethers & Study On Their Biological Activities

Thiazoline and thiazine derivatives were paid more attention because of their highly-effective pesticidal, fungicidal and acaricidal activity. In the paper, eight kinds of thiazoline multithioethers, such as 1,2-Bis(2-thiazolin-2-ylsulfanyl) ethane(DTE), 2,2'-(m-Phenylenedimethylenedithio)bis(thiazoline)(DTM),2,2'-(p-Phenylenedimethyle-nedithio)bis(thiazoline)(DTP),2,2'-(o-Phenylenedimethylenedithio)bis(thiazoline)(DTO) 1,4-Bis(2-thiazolin-2-ylsulfanyl)butane(DTBA),1,4-Bis(2-thiazolin-2-ylsulfanyl)butene (DTBE),2,4,6-Trismethyl-1,3,5-tris(2-thiazolin-2-ylsulfanylmethyl)benzene(TTL),2,2'-Bis(2-thiazolin-2-ylsulfanyl)ether(DTOE) and five kinds of thiazine multithioethers, including 1,4-Bis(4,5-Dihydro-1,3-thiazin-2-ylsulfanyl)butane(DQBA),1,4-Bis(4,5-di-hydro-1,3-thiazin-2-ylsulfanyl)butene(DQBE),2,2'-(p-Phenylenedimethylenedithio)bis( 4,5-dihydro-1,3-thiazine)(DQP),2,4,6-Trismethyl-1,3,5-tris(4,5-dihydro-1,3-thiazin-2-yl sulfanylmethyl)benzene(TTQ),2,2'-(m-Phenylenedimethylenedithio)bis(4,5-dihydro-1,3 -thiazine)(DQM) were synthesized by the nucleophilic substitution reaction of thiazoline-2-thione and 4,5-dihyo-1,3-thiazine-2-thione with bromides. All these thirteen compounds were characterized by IR, ¹H NMR and element analysis. The absolute crystal structures of DTE, DTM, DTBA, TTL, DQBA, DQBE, DQP, TTQ and that of one coordination complex {[Co(DTBE)(NO₃)₂]}_∞were identified by X-ray diffraction.30% water scattered troches of DTP and 30% water scattered troches of DTBE, which can be completely disintegrated in 5 minutes and evenly dispersed, were prepared through the optimum prescription. Suspension percentage can reach up to 85%. The processing technology was simple and the quality can be controlled. The stability of the scattered troche was fine at 54±2°C and the discoposed rate was below 3%. The drug effect experiments of leaves and saplings in the laboratory indicated that water scattered troche of 30% DTP and 30% DTBE can prevent sclerotinia rot of colza and hot pepper plague respectively and the prevent efficiency can reach 88-97%. The suitable applicable concentration is 80ug/ml at room temperature and it is safe for the experimental crops. The suggested proper applicable concentration is 100-200g a.i/hm² in the field.