L-Methionine → 3,6-bis[2-(methylthio)ethyl]piperazine-2,5-dione
Reaction equation
[NH2:1][C@H:2]([C:7]([OH:9])=O)[CH2:3][CH2:4][S:5][CH3:6]>O>[CH3:6][S:5][CH2:4][CH2:3][CH:2]1[NH:1][C:7](=[O:9])[CH:2]([CH2:3][CH2:4][S:5][CH3:6])[NH:1][C:7]1=[O:9]Participants
3
Reagents, catalysts & solvents 1
Procedure
A suspension of 13.4 g (0.09 mol) of methionine, 17.2 g (0.09 mol, purity: 91%) of methioninehydantoin (IId) and 150 g of water were introduced into a 200 ml Roth steel autoclave with magnetic stirring and stirred at 160° C. for 6 hours, during which the pressure increased to 15 bar. From time to time, the autoclave was decompressed until the pressure settled at a constant 10 bar. The autoclave was then cooled in an ice bath, and the resulting suspension was filtered and the solid was washed with 75 ml of water. Finally, the solid was dried in a vacuum drying oven at 50° C. overnight. Bis[2-(methylthio)ethyl]-2,5-piperazinedione (III) was isolated as yellowish white crystals.
Workup
- stirring