Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Diethyl Ether | HCID 3283 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Fentiapril | HCID 71244 | — |
| Edukt | 4-(Dipropylsulfamoyl)benzoyl chloride | HCID 2735528 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | HCID 56622229 | HCID 56622229 | 58,4% |
Reaktionsschritte
9.7 g of (2R,4R)--2--(2--hydroxyphenyl) --3--(3--mercaptopropionyl)--4--thiazolidinecarboxylic acid and 12.9 g of potassium carbonate are dissolved in 80 ml of water, and 40 ml of ethyl ether solution of 9.4 g of 4--(dipropylsulfamoyl)benzoyl chloride is added dropwise under ice-cooling. After the addition the reaction mixture is stirred for 1 hour under ice-cooling and for another 1 hour at room temperature. Ether is removed in vacuo and residual solution is adjusted to pH 1 with 6N hydrochloric acid. Produced oily residue is extracted with ethyl acetate. The organic layer is washed with water and dried over anhydrous magnesium sulfate and concentrated in vacuo. The resulting residue is purified by silica gel column chromatography to give 10.5 g of the titled compound as amorphous powder.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US04464371 |
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| Quelldatensatz | uspto-grants-1984_08 |
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| ORD ID | ord-70eb88259ca2492b9a69be17e444ea21 |
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| Quellennotiz | uspto-grants-1984_08 |
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