Title of article :
H3PW12O40: An Efficient and Green Catalyst for the Facile and Selective Oxidation of Sulfides to Sulfoxides, Applied to the Last Step of the Synthesis of Omeprazole
Author/Authors :
Esfandyari, Maryam Department of Chemistry - Alzahra University - Tehran , Heravi, Majid Department of Chemistry - Alzahra University - Tehran , Oskooie, Hossein Department of Chemistry - Alzahra University - Tehran , Fotouhi, Lida Department of Chemistry - Alzahra University - Tehran , Tajbakhsh, Mahmood Department of Chemistry - University of Mazandaran - Babolsar , Bamoharram, Fatemeh Department of Chemistry - Mashhad Branch - Islamic Azad University - Mashhad
Abstract :
Omeprazole, (6-methoxy-2-((4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfinyl)-1Hbenzimidazole
is a well-established prescribed drug, exhibits proton pump inhibitor activity. In this
work, a novel, facile, economical and selective oxidation approach using H3PW12O40 as Keggin type
heteropolyacids along with H2O2 in the last step of the conventional synthesis of this compound
as well as its derivatives under environmental-benign conditions, is reported. This protocol can be
well adopted for pilot plant scale giving a high pure pharmacopeia grade material. Our synthetic route
involves the use of various heteropolyacids as heterogeneous catalysts. Due to the obtained results,
it was concluded that Keggin type heteropolyacid , is an effective catalyst for this purpose.
The optimized condition for the last step of this synthesis was applied to the synthesis of lansoprazole,
pantoprazole, and rabeprazole.
Keywords :
Catalysis , Hydrogen peroxide , Oxidation , Sulfoxide , Omeprazole , HPAs , Heteropolyacids
Journal title :
Astroparticle Physics