Thioguaiacol → 2-(2-Thiazolylthio)phenol
Reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[SH:9].Br[C:11]1[S:12][CH:13]=[CH:14][N:15]=1>CN(C=O)C>[S:12]1[CH:13]=[CH:14][N:15]=[C:11]1[S:9][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[OH:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
To 2-methoxybenzenethiol (2.8 g, 20 mmol), and 2-bromothiazole (3.29 g, 20 mmol) in dry DMF (30 mL) under N2 (g) was added Me4N+OH-.5H2O (3.62 g, 20 mmol). The stirred mixture was heated to about 100° C. for 16 hours. Isolation of the methoxyphenyl intermediate, and its subsequent deprotection to the desired product with BBr3 was accomplished according to the method described in Preparation 16 (yield 81%; GC-MS m/z 209).
Sources & evidence
- ORD record
- ord-d673ea7a25a046ec9d976ef5ff73b1a9
- Source dataset
- uspto-grants-2000_10
- Patent number
- US06130217
Reaction notes
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