L. Dan
2006
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Journal
Journal of Shenyang Institute of Chemical Technology
Abstract
1-Methyl-2-phenylthiomethyl-6-bromo-5-hydroxyindoles-3-ethoxycarbonyl was synthesized from ethyl 4-chloroacetoacetate and thiophenol through Sulfide etherification,Aminating,Nenitzescu reactions in total 36 % yield.4-phenylthio-ethyl acetoacetate was synthesized in 92 % by Sulfide etherification reaction condition at temperature 5~10 ℃,reaction time was 3~4 h and n(thiophenol)∶(n(NaOH)∶n(ethyl 4-chloroacetoacetate)) =1∶1∶1.Ethyl 3-methylamino-4-phenylthio-2-butenrate was synthesized in 94 % by Aminating reaction condition reaction time was total 20 h and n(methylamine)∶n(I)=1.1∶1.The title compound was synthesized in 40 % by Nenitzescu reaction condition reaction time was 7~8 h and n(2-bromo-benzoquinon)∶n(II)=1∶1.1.The structure of the target compounds were confirmed by IR、~1H-NMR and MS.