Reacción #553077

Ecuación de reacción

cysteamine

succinic anhydride

N-(2-mercapto ethyl) succinamic acid

cystamine

→

N-(2-mercapto ethyl) succinimide

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe cyclization reaction
2. 2
   OtroAt the end of the reaction
3. 3
   Temperaturathe mixture is cooled
4. 4
   Otro7 g of crude product are obtained
5. 5
   workup.ADDITIONare added
6. 6
   workup.STIRRINGAfter stirring for one hour
7. 7
   Otrohaving reacted
8. 8
   Otrois removed by filtration
9. 9
   workup.ADDITIONthere are added to the stirred filtrate, 10 g of sulfonic resin and 3 g of zinc powder
10. 10
    FiltraciónAfter 3 hours the mixture is filtered
11. 11
    Concentraciónthe filtrate is concentrated under reduced pressure
12. 12
    OtroAfter drying

Procedimiento

About one-half hour is necessary for the complete transformation of the succinic anhydride (V.P.C.). At this stage, to facilitate the cyclization reaction, the reaction mixture is placed under reduced pressure and the evolution of the reaction mixture is followed by acidimetric dosage of the nontransformed N-(2-mercapto ethyl) succinamic acid. At the end of the reaction, the mixture is cooled and 7 g of crude product are obtained and dissolved in 50 cm3 of water to which are added, with stirring, 10 g of sulfonic acid resin. After stirring for one hour, the resin, having fixed the traces of cysteamine or cystamine not having reacted, is removed by filtration. To reduce the disulfide optionally present, there are added to the stirred filtrate, 10 g of sulfonic resin and 3 g of zinc powder. After 3 hours the mixture is filtered and the filtrate is concentrated under reduced pressure. After drying, 5 g of N-(2-mercapto ethyl) succinimide are obtained in the form of a white powder whose melting point is 45° C.

Fuente