ENANTIOSELECTIVE SYNTHESIS OF MODAFINIL DRUG USING CHIRAL COMPLEX OF TITANIUM AND DIETHYLTARTARATE

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TAGHIZADEH MOHAMMAD JAVAD; JAVIDAN ABDOLLAH; DARAIE ABBAS

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Journal: Journal of Applied Chemical Research Year:2016 | Volume:10 | Issue:3 Page(s): 65-72

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Title

ENANTIOSELECTIVE SYNTHESIS OF MODAFINIL DRUG USING CHIRAL COMPLEX OF TITANIUM AND DIETHYLTARTARATE

Author(s)

TAGHIZADEH MOHAMMAD JAVAD | JAVIDAN ABDOLLAH | DARAIE ABBAS | Issue Writer Certificate

Keywords

DIPHENYL METHYL SULFINYL ACETAMID

MODAFINIL DRUG

DIETHYLTARTARATE LIGANDS

Abstract

Modafinil (DIPHENYL METHYL SULFINYL ACETAMID) is used clinically in the treatment of narcolepsy and sleeping disorders. The synthesis of R-modafinil, have started with the reaction of benzhydrol and thioglycolic acid in trifluoroacetic acid to afford benzhydryl sulfanyl acetic acid. The reaction of acid with thionyl chloride in benzene followed by treatment with ammonium hydroxide gave acetamide. The process occurs at room temperature in toluene as a solvent and in the presence of a bidendate diethyltartarate–titanium isopropoxide complex as chiral catalyst. The reaction using this catalyst exhibits very good yield and appropriate enantioselectivity. The obtained products were characterized with FT-IR, 1H NMR, 13C NMR, and mass spectral. The ee of the obtained sulphoxide has been determined by high performance liquid chromatography (HPLC).

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APA: Copy

TAGHIZADEH, MOHAMMAD JAVAD, JAVIDAN, ABDOLLAH, & DARAIE, ABBAS. (2016). ENANTIOSELECTIVE SYNTHESIS OF MODAFINIL DRUG USING CHIRAL COMPLEX OF TITANIUM AND DIETHYLTARTARATE. JOURNAL OF APPLIED CHEMICAL RESEARCH (JACR), 10(3), 65-72. SID. https://sid.ir/paper/323039/en

Vancouver: Copy

TAGHIZADEH MOHAMMAD JAVAD, JAVIDAN ABDOLLAH, DARAIE ABBAS. ENANTIOSELECTIVE SYNTHESIS OF MODAFINIL DRUG USING CHIRAL COMPLEX OF TITANIUM AND DIETHYLTARTARATE. JOURNAL OF APPLIED CHEMICAL RESEARCH (JACR)[Internet]. 2016;10(3):65-72. Available from: https://sid.ir/paper/323039/en

IEEE: Copy

MOHAMMAD JAVAD TAGHIZADEH, ABDOLLAH JAVIDAN, and ABBAS DARAIE, “ENANTIOSELECTIVE SYNTHESIS OF MODAFINIL DRUG USING CHIRAL COMPLEX OF TITANIUM AND DIETHYLTARTARATE,” JOURNAL OF APPLIED CHEMICAL RESEARCH (JACR), vol. 10, no. 3, pp. 65–72, 2016, [Online]. Available: https://sid.ir/paper/323039/en

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