Réaction #318861

Équation de réaction

4-Mercaptophenylacetic acid

5-bromothiophene-2-sulfonamide

potassium hydroxide

→

5-(4-carboxymethylphenylthio)thiophene-2-sulfonamide

Solvants

water

dimethylformamide

dimethylformamide

water

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONwas added
2. 2
   workup.ADDITIONwas added
3. 3
   workup.ADDITIONwas added to the reaction mixture
4. 4
   Extractionthe mixture was extracted with ethyl acetate
5. 5
   AutreThe aqueous phase was separated
6. 6
   Autreto precipitate
7. 7
   FiltrationThe solid was collected by filtration
8. 8
   Autredried under vacuum to a weight of 3.25 g

Mode opératoire

4-Mercaptophenylacetic acid (2.3 g) was dissolved in dimethylformamide under a nitrogen atmosphere and 1.8 g of potassium hydroxide dissolved in a minimum amount of water was added. 5-bromothiophene-2-sulfonamide (3.3 g) dissolved in dimethylformamide was added and the mixture heated at 120° C. for 2 hours. After cooling to room temperature water was added to the reaction mixture, the pH was adjusted to 8.6 and the mixture was extracted with ethyl acetate. The aqueous phase was separated and acidified, causing a solid to precipitate. The solid was collected by filtration and dried under vacuum to a weight of 3.25 g.

Source