多氟烷基取代和葡萄糖基取代
No.6
尹凯等:2.多氟烷基取代和葡萄糖基取代的2,4_二氢.1,2,4-三唑.3.硫酮类席夫碱的合成及其杀虫活性
1021
3H,OCH3)'3.92(s,3H,OCH3),3.99(s,3H,OCH3),6.50(s,1H,C6H2),7.43~7.45(m,3H,c6I-15),7.56(s,1H,C6H2),7.92~7.94(m,2H,C6H5),8.78(s,1H,CH=N);IR(KBr)',:3059,1604,1522,1456,1334,1282,1217,115lcm-1;MSm/z:816.9([M+1】+).Anal.calcdfor
C28H21F17N403S:C41.19,H2.59,N6.86;foundC41.12,H2.63.N6.89.
1.4化合物6的合成
在50mL三颈瓶中,加入10%NaHC03溶液(10mL,pH=8~9)、化合物4(1.0mm01)、四丁基溴化铵
(0.32g,1.0mm01)的二氯甲烷溶液10mL,搅拌30in.,
然后加入2,3,4,6一四乙酰基.反一D一溴代葡萄糖(O.41
g,1.0
mm01)的二氯甲烷溶液(10mE),反应24h,分出有机层,水层用二氯甲烷萃取三次,合并有机层.有机层干燥、浓缩、柱分离得产品6a~6d.
6a:白色固体,产率61%,m.P.209~21l℃;1H
NMR(CDCl3,400MHz)J:1.95(s,3H,COCH3),2.05(s,3H,COCH3),2.07(s,3H,COCH3),2.09(s,3H,COCH3),4.03(dd,J=4.8,2.0Hz,1H),4.19(dd,-,=12.4,2.0Hz,1H),4.32(dd,,=12.8,4.8Hz,1H,),5.29化J=9.6Hz,1H),5.45(t,J=9.6Hz,1H),5.96化J=9.6Hz,1H),6.31(d,J=9.2Hz,1H),7.45---7.52(m,5H,C6H5),7.55~7.57(m,1H,C6I'15),7.86~7.89(m,2H,C6H5),7.93~7.96(In,2H,C6H5),10.03(s,1H,CH=N);IR(KBr)’,:3062,1751,

