ChemicalBook CAS DataBase List Rabeprazole Sulfone

Rabeprazole Sulfone synthesis

6synthesis methods

Product Name:Rabeprazole Sulfone
CAS Number:117976-47-3
Molecular formula:C18H21N3O4S
Molecular Weight:375.44

2-{[4-(3-Methoxypropoxy)-3-methylpyridine-2-yl]methylthio}-1H-benzimidazole

117977-21-6
340 suppliers
$8.00/5g

117976-89-3 Synthesis

117976-89-3
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$15.00/1mg

117976-47-3
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$40.00/5mg

Yield:117976-89-3 75% ，117976-47-3 0.1%

Reaction Conditions:

with sodium hydroxide;N-chloro-succinimide;water in acetonitrile at 0 - 5; for 2 h;Product distribution / selectivity;

Steps:

3

Rabeprazole sulphide is added to aqueous sodium hydroxide solution at room temperature. Acetonitrile is added, stirred to obtain a solution. Cooled the solution to 0° to 50C and N-chlorosuccinimide is added slowly over a period of around 2 hr maintaining the temperature between 0° to 50C. After completion of the reaction, aqueous sodiumthiosulphate is added, adjusted the pH to 12.50 to 13.50 with sodium hydroxide, if needed. Added charcoal, stirred and filtered. Filtrate is extracted with dichloromethane to separate organic and aqueous layers. Aqueous layer is adjusted to pH 9.0 with ammonium acetate and extracted with dichloromethane. Combined dichloromethane layer is washed with 10% aqueous brine. Washed dichloromethane layer is treated with triethylamine and n-hexane. Mixture stirred at 20° to 250C. Solid obtained filtered, washed with a mixture of dichloromethane-n-hexane, dried to obtain sulphoxide compound Rabeprazole. Yield: 75-79% Purity: 99.64% Over oxidation Impurity: 0.1 to 0.2%

References:

WO2006/24890,2006,A1 Location in patent:Page/Page column 6-7

117977-21-6
340 suppliers
$8.00/5g

117976-47-3
85 suppliers
$40.00/5mg

References