Ultrasonic Irradiation Assisted Enantioselective Synthesis of Alzheimer’s Disease Drug Rivastigmine Tartrate by Using Nanocatalyst

Quarterly Journal of Applied Chemical Research

مقاله 6، دوره 13، شماره 2، تابستان 2019، صفحه 81-88  

نوع مقاله: Research Paper

نویسندگان

Hossein Asadnezhad؛ Ali Saberi^* ؛ Abbas Azimi Roshan

Chemistry Department, Payame Noor University, Tehran, IRAN

چکیده

A highly efficient and convenient procedure for the enantioselective synthesis of (S)-Rivastigmine tartrate, a cholinergic agent for the treatment of mild to moderate dementia of the Alzheimer’s disease, is accomplished by the treatment of versatile, readily accessible N-Ethyl-N-methyl carbamoyl chloride with 3-hydroxyacetophenone under ultrasonic irradiation in presence of nano-K2CO3 were reported. This protocol provided a high yielding stereoselective and short synthesis of (S)-Rivastigmine tartrate with an overall isolated yield of 83%. All the starting reagents and catalyst are inexpensive and commercially available.Compared to conventional heating which provides thermal energy in the macro system, ultra sonification reduces reaction times, improves yields and minimizes side product formation by providing the activation energy in micro environment. As this technology involves energy conservation and minimal waste generation, it is widely accepted as a green chemistry approach. The reported strategy afforded under ultrasonic irradiation and in presence of Nano-K2CO3 via four steps, which (to the best of our knowledge) depicts the shortest and the most rapid method to enantiopure Rivastigmine tartrate reported to date.

کلیدواژه‌ها

Synthesis؛ Rivastigmine؛ Nano-K2CO3؛ Alzheimer’s disease؛ Ultrasonic irradiation