Réaction #214477

Équation de réaction

hydrochloric acid

monochloroacetic acid

potassium iodide

N-(2-Mercapto-2-methylpropanoyl)-L-cysteine

Sodium chloride

→

S-carboxymethyl-N-(2-carboxymethylthio-2-methylpropanoyl)-L-cysteine

Rendement 194.5%

Solvants

potassium carbonate

Conditions de réaction

Traitement

1. 1
   Extractionthe mixture is extracted with ethyl acetate
2. 2
   LavageThe organic layer is washed with saturated sodium chloride solution
3. 3
   Autredried
4. 4
   Concentrationconcentrated to dryness

Mode opératoire

N-(2-Mercapto-2-methylpropanoyl)-L-cysteine (11.2 g, 0.05 mol) is dissolved in 1 M potassium carbonate and monochloroacetic acid (11.3 g, 0.12 mol) and potassium iodide (1.0 g) are added. The mixture is stirred overnight at room temperature under a nitrogen atmosphere and acidified with 6 N hydrochloric acid. Sodium chloride is added and the mixture is extracted with ethyl acetate. The organic layer is washed with saturated sodium chloride solution, dried and concentrated to dryness to yield 16.5 g (97.2%) of S-carboxymethyl-N-(2-carboxymethylthio-2-methylpropanoyl)-L-cysteine.

Source