Methyl iodide → (S)-3-Methylthio-1,5,10,10a-tetrahydrothiazolo[3,4-b]isoquinolinium iodide
Reaction equation
[CH2:1]1[C@H:13]2[N:4]([CH2:5][C:6]3[CH:7]=[CH:8][CH:9]=[CH:10][C:11]=3[CH2:12]2)[C:3](=[S:14])[S:2]1.[CH3:15][I:16]>>[I-:16].[CH3:15][S:14][C:3]1[S:2][CH2:1][C@@H:13]2[CH2:12][C:11]3[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=3[CH2:5][N+:4]=12Participants
3
Procedure
(S)-1,5,10,10a-Tetrahydrothiazolo[3,4-b]isoquinoline-3-thione (38 g) is dissolved in methyl iodide (500 cc). After 15 hours at a temperature of about 20° C., the resulting crystals are filtered off, washed with diethyl ether (2×50 cc) and then dried at 20° C. under reduced pressure (1 mm Hg). (S)-3-Methylthio-1,5,10,10a-tetrahydrothiazolo[3,4-b]isoquinolinium iodide (61.5 g), which melts at 140°-150° C. with decomposition, is thus obtained.
Workup
- filtrationthe resulting crystals are filtered off
- washwashed with diethyl ether (2×50 cc)