Azaperone,with anti-anxiety and anti-aggressive activities used in veterinary medicine,is a member of the butyrophe-none class.It is ordinarily utilized for a wide range of indica-tions,such as sedation,obstetrics,and anesthesia.In this research,an improved synthetic route is presented for azaperone using a phase-transfer catalyst(PTC).In general,it was synthesized as a do-pamine antagonist in four steps.The bis(2-chloroethyl)amine inter-mediate is easily obtained after the conversion of the alcohol groups into the chloride leaving group using thionyl chloride(95％yields).The alkylation of commercially available 2-amino pyridine in the presence of PTC was then carried out,giving 1-(pyridin-2-yl)pipera-zine with 75％yield.1-(Pyridin-2-yl)piperazine was finally alkylated using 4-chloro-1-(4-fluorophenyl)butan-1-one to achieve azaperone with 60％yield.The butyrophenone intermediate was obtained via the Friedel-Crafts reaction of fluorobenzene with 4-chlorobutyryl chloride in the presence of AICI3.High efficiency,gentle reaction conditions,and fast and simple procedure are the advantages of this method.Also,the electrochemical oxidation behaviour of azaperone was investigated using cyclic and differential pulse voltammetry techniques.Cyclic voltammetric studies indicated an irreversible process for azaperone electro-oxidation with a peak potential of 0.78 V in a phosphate buffer solution(pH=7.0)vs.Ag/AgCl(saturated KCI)electrode.The value of the peak current vs.the azaperone con-centration was enhanced linearly in the range of 10-70 μmol/L,and the detection limit was found to be 3.33 μmol/L.

Mohammad Javad TAGHIZADEH;Maryam Saleh MOHAMMADNIA;Masoumeh GHALKHANI;Esmail SOHOULI

Department of Chemistry,Faculty of Science,University of Imam Hossein,Tehran,Iran;Drug Applied Research Center,Tabriz University of Medical Sciences,Ta-briz,Iran;Electrochemical Sensors Research Laboratory,Department of Chemistry,Faculty of Science,Shahid Rajaee Teacher Training University,Lavizan,P.O.Box 1678815811,Tehran,Iran;Young Researchers and Elites Club,Science and Research Branch,Is-lamic Azad University,Tehran,Iran

高等学校化学研究（英文版）

[1]Mohammad Javad TAGHIZADEH;Maryam Saleh MOHAMMADNIA;Masoumeh GHALKHANI;Esmail SOHOULI-.Improved Method for the Total Synthesis of Azaperone and Investigation of Its Electrochemical Behavior in Aqueous Solution)[J].高等学校化学研究（英文版）,2022(02):546-551

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