Reacción #2324520

Ecuación de reacción

NaOH

4-chlorobutanoyl chloride

cystamine hydrochloride

NaOH

→

N,N′-(disulfanediyldiethane-2,1-diyl)bis(4-chlorobutanamide)

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONAfter completion of the addition and stabilization of pH at 7
2. 2
   workup.ADDITIONthe mixture mixed for 3 days
3. 3
   ExtracciónThe aqueous layer was extracted with 3×500 mL dichloromethane
4. 4
   Secadodried over Na2SO4
5. 5
   SecadoAfter drying under vacuum, 41 g of a white powder
6. 6
   Otrowere collected

Procedimiento

60 g of cystamine hydrochloride was solubilized in 500 mL and cooled to 5° C. The pH was raised to 10 by addition of aq. NaOH (30%). A solution of 4-chlorobutanoyl chloride (105 g) in anhydrous THF (500 mL), was added dropwise, while the pH was maintained above 7 by addition of aq. NaOH (30%). After completion of the addition and stabilization of pH at 7, the mixture mixed for 3 days. The aqueous layer was extracted with 3×500 mL dichloromethane, combined with THF layer and dried over Na2SO4. After drying under vacuum, 41 g of a white powder were collected. Analyses were in accordance with the expected structure.

Fuente