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N-(2-环戊酮基丙酰基)-及N-(2-环己酮基丙酰基)-四氢噻唑-2-硫酮的合成及其醇解与胺解
Synthesis Alcoholysis and Aminolysis of N-(2-Cyclopentanoyl propionyl)-and N- ( 2-Cyclohexanoyl propionyl) -thiazolidine- 2-thione
【摘要】 以碘化-N-甲基-2-氯吡啶盐为缩合剂,在三乙胺存在下由3-(2-环戊酮基)丙酸及3-(2-环己酮基)丙酸分别同四氢噻唑-2-硫酮反应,得到新化合物N-(2-环戊酮基内酰基)四氢噻唑-2-硫酮(2a)及N-(2-环己酮基丙酰基)四氢噻唑-2-硫酮(2b),产率分别为52.9%和51.0%,2a,b分别同甲醇、乙醇反应得到相应的3-(2-环戊酮基)丙酸酯3a,b及3-(2-环己酮基)丙酸酯3c,d,3a~d的产率为75~87%;2a、b分别同胺反应得到3-(2-环戊酮基)内酰胺4a、b及3-(2-环己酮基)内酰胺4c、d,4a~d产率为78~93%。
【Abstract】 The equiniolar reaction between 3-(2-cyclopentanoyl)propionic acid or 3- (2-cyclohex-anoyl)propionic acid and thiazolidine-2-thione with N-methyl-2-chloropyridium salt in the presence oftriethylaniine preduced the correspondins N ( 2-cyclopentanoyl propionyl ) thiarolidine- 2- thione 2a in52. 9% yield and N- (2-cyclohexanoyl propionyl)thiazolidine-Zthione 2b in 51% yield. Compound2a and 2b have not been reported in the literature.Compound Za and Zb reaet with methanol or ethanol in the presence of KzCOs at rcom tempera-rure to afford the corresponding esters 3a ̄d in 75~87% yields.3- (2-Cycloketonyl)propionaniides4a ̄d were easily prepared in sfor yields from the reactions between eompound Za,b and aniines.
【Key words】 hiazolidine-2-thione; N-(2-Cycloketonyl propionyl)thiasolidine-2-thione; 3-Cy-cloketonyl-propionic acid ester f 3-Cycloketonyl propionaniide.;
- 【文献出处】 合成化学 ,CHINESE JOURNAL OF SYNTHETIC CHEMISTRY , 编辑部邮箱 ,1994年03期
- 【分类号】TQ2
- 【被引频次】8
- 【下载频次】108