417726-18-2Relevant academic research and scientific papers
Synthesis of bioactive heterocycles: Aza-Claisen rearrangement of 4-N-(4′-Aryloxybut-2′-ynyl),N-methylamino[1]benzothiopyran-2-ones
Majumdar,Samanta
, p. 121 - 125 (2007/10/03)
The hitherto unreported 4-(aryloxymethylene-1-methyl-1,2,3-trihydropyrido[3,2-c]benzothiopyran-5-ones are synthesized in 60-90% yield by the thermal aza-Claisen rearrangement of 4-N-(4′-aryloxybut-2′-ynyl),N-methylamino[1]benzothiopyran-2-ones in refluxing 1,2-dichlorobenzene. 4-N-(4′-Aryloxybut-2′-ynyl),N-methylamino[1]benzothiopyran-2-ones were prepared in 80-90% yields by the reaction of 4-chloro[1]benzothiopyan-2-one and appropriate 1-aryloxy-N-methylaminobut-2-ynes in refluxing ethanol. 4-Chloro[1]benzothiopyran-2-ones was in turn synthesised from 4-hydroxythiocoumarin by reaction with phosphorous oxychloride at 140 °C.
