ChemicalBook CAS DataBase List Isosorbide 5-mononitrate

Isosorbide 5-mononitrate synthesis

4synthesis methods

Product Name:Isosorbide 5-mononitrate
CAS Number:16051-77-7
Molecular formula:C6H9NO6
Molecular Weight:191.14

652-67-5

16106-20-0

The general procedure for the synthesis of isosorbide 2-nitrate from isosorbide (stored below +4°C) is as follows: 146 g of dehydrated sorbitol was dissolved in 880 mL of anhydrous ethyl acetate, stirred well, and then cooled to -5 to 0°C. Subsequently, 170 g of silver nitrate solids were added, stirring was continued, and 120 g of thionyl chloride was added dropwise at a slow rate. After the dropwise addition was completed, the reaction mixture was stirred at the same temperature for 10 hours. Upon completion of the reaction, the reaction process was monitored by high performance liquid chromatography (HPLC). The reaction solution was filtered by suction filtration. The filtrate was washed to neutrality with 500 mL of water to purify the product. The organic phase was dried with 20 g of anhydrous magnesium sulfate for 4 hours. After drying, the magnesium sulfate was removed by filtration and the filtrate was decolorized by adding 17.6 g of activated carbon and heated to reflux for 30 minutes. After the decolorization was completed, the activated carbon was removed by filtration and the filtrate was concentrated to dryness by decompression to give 170 g of isosorbide 2-nitrate solid. The purity of the product was 99.85% and the yield was 89.0% by HPLC analysis.

39698-15-2 Synthesis

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16051-77-7
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Yield:16051-77-7 89%

Reaction Conditions:

with potassium carbonate in methanol;water;

Steps:

7 EXAMPLE 7

400 mg (1.7 mmol) 5-O-acetyl-isosorbide-2-nitrate is added to 10 ml methanol and 50 mg potassium carbonate and the mixture is stirred for 12 hours at room temperature. Subsequently the solvent is removed, the residue is taken up in 2 ml water and extracted four times with 10 ml ethyl acetate each time. The solvent is removed from the combined organic phase and the residue is dried in a high vacuum. Yield: 300 mg (1.56 mmol) isosorbide-2-nitrate (89%) colourless crystalline substance m.p. 52°-53° C.

References:

US5614643,1997,A

652-67-5 Synthesis

652-67-5
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16051-77-7
364 suppliers
$48.00/1g

References