Réaction #4581

Équation de réaction

2-hydroxybenzenesulfonamide

potassium carbonate

methyl 2-bromopropionate

→

2-(1-methoxycarbonylethoxy)- benzenesulfonamide

Rendement 80.7%

Solvants

acetonitrile

Conditions de réaction

Traitement

1. 1
   Températurethe suspension is then heated for 5 hours to 45° C
2. 2
   TempératureAfter the reaction mixture has cooled
3. 3
   Autrethe precipitated salts are isolated
4. 4
   Concentrationthe filtrate is concentrated in vacuo
5. 5
   AutreThe residue is recrystallised from ethanol

Mode opératoire

34.6 g of 2-hydroxybenzenesulfonamide and 55.3 g of potassium carbonate are added to 800 ml of acetonitrile. With efficient stirring, 33.4 g of methyl 2-bromopropionate are added dropwise over 10 minutes and the suspension is then heated for 5 hours to 45° C. After the reaction mixture has cooled, the precipitated salts are isolated and the filtrate is concentrated in vacuo. The residue is recrystallised from ethanol, affording 41.8 g of 2-(1-methoxycarbonylethoxy)- benzenesulfonamide with a melting point of 140°-142° C.

Source