Methyl iodide → 1-(4-Aminophenyl)-6-methylsulfanyl-2,3,4,5-tetrahydropyridinium iodide
Reaction equation
[I:1][CH3:2].[NH2:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][CH2:13][CH2:12][C:11]2=[S:16])=[CH:6][CH:5]=1>CC(C)=O>[I-:1].[NH2:3][C:4]1[CH:5]=[CH:6][C:7]([N+:10]2[CH2:15][CH2:14][CH2:13][CH2:12][C:11]=2[S:16][CH3:2])=[CH:8][CH:9]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
1.25 ml (20.0 mmol) of iodomethane are added to a solution of 3.74 g (18.1 mmol) of 1-(4-aminophenyl)piperidine-2-thione in 30 ml of acetone, and the mixture is stirred at room temperature for 48 hours. The reaction mixture is evaporated, giving 1-(4-aminophenyl)-6-methylsulfanyl-2,3,4,5-tetrahydropyridinium iodide as a brownish solid; ESI 221.
Workup
- customThe reaction mixture is evaporated
Sources & evidence
- ORD record
- ord-ab13e872e5be472ba7cd1ae421525626
- Source dataset
- uspto-grants-2007_02
- Patent number
- US07183277B2
Reaction notes
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