根据活性亚结构拼接原理, 将3-芳基-4-氨基-5-乙氧羰基(氰基)-3H-噻唑啉-2-硫酮与酰氯反应得到目标化合物3-芳基-4-取代苯氧乙酰氨基-5-乙氧羰基(氰基)-3H-噻唑啉-2-硫酮. 再以3-苯基-4-氨基-5-乙氧羰基-3H-噻唑啉-2-硫酮为合成原料, 经过Aza-Wittig反应得到目标化合物5-芳氧基-3,6-二芳基-2-硫代噻唑并[4,5-d]嘧啶-7-酮. 通过IR, 1H NMR, EI-MS, 元素分析等方法对所合成的化合物进行了结构表征. 代表化合物5-对氯苯氧基-3,6-二苯基-2-硫代- 2,3-二氢噻唑并[4,5-d]嘧啶-7(6H)-酮(C1)经单晶X衍射证实了结构. 除草活性测试结果表明: 部分噻唑啉-2-酮类衍生物对稗草和油菜都表现出了较好的抑制活性.
Ten 3-aryl-thiazolin-2-thione derivatives have been designed and synthesized by the reaction of 3-aryl-4-amino- 3H-thiazolin-2-thiones with phenoxyacetyl chloride and the aza-Wittig reactions of 3-aryl-4-amino-5-ethyloxyacyl- 3H-thiazolin-2-thione with phenols. The structures of target compounds have been confirmed by 1H NMR, EI-MS, IR spectroscopy and elemental analyses. The structure of 5-(4-Cl-phenoxy)-3,6-diphenyl-2-thioxo-2,3-dihydrothiazolo[4,5-d]- pyrimidin-7(6H)-one (C1) has been determined by single crystal X-ray diffraction. The results of preliminary bioassay indicated that some compounds possess good herbicidal activity against the roots of Rape and Barnyard grass.