Cysteamine → 4-Oxo-4-[(2-sulfanylethyl)amino]butanoic acid

HRID 465894Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 465894
[NH2:1][CH2:2][CH2:3][SH:4].[C:5]1(=[O:11])[O:10][C:8](=[O:9])[CH2:7][CH2:6]1>O.[Zn]>[SH:4][CH2:3][CH2:2][NH:1][C:5](=[O:11])[CH2:6][CH2:7][C:8]([OH:10])=[O:9]

Komponenten

5

Edukt 2

HCID 6058CysteamineHCID 7922Succinic anhydride

Produkt 1

HCID 224508284-Oxo-4-[(2-sulfanylethyl)amino]butanoic acidAusbeute 84,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23994ZincKatalysatorHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A mixture of 5 g of cysteamine and 6 g of succinic anhydride is stirred under an inert atmosphere at a temperature of about 100° C. The transformation of the starting products is practically total one-half hour after the beginning of the reaction. The mixture is dissolved in 50 cm3 of water to which are added, with stirring, 5 g of sulfonic acid resin and 3 g of zinc powder to transform the disulfide present in the mixture. The resin is removed by filtration and the filtrate is concentrated under reduced pressure. After drying, 9 g of N-(2-mercapto ethyl) succinamic acid are obtained whose characteristics are identical to those of the acid obtained following the procedure of section (a), above.

Aufarbeitung

  1. waitThe transformation of the starting products is practically total one-half hour
  2. customafter the beginning of the reaction
  3. additionare added
  4. stirringwith stirring
  5. customThe resin is removed by filtration
  6. concentrationthe filtrate is concentrated under reduced pressure
  7. customAfter drying

Quellen und Nachweise

ORD-Eintrag
ord-171af137619143c0bf8b219318a5d71a
Quelldatensatz
uspto-grants-1992_10
Patentnummer
US05154918

Notizen zur Reaktion

Wird geladen…