Methyl iodide → 1-(4-Aminophenyl)-6-methylsulfanyl-2,3,4,5-tetrahydropyridinium iodide

HRID 350666Notes

Reaction equation

HRID 350666 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]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 121144081-(4-Aminophenyl)piperidine-2-thione

Product 1

HCID 121144091-(4-Aminophenyl)-6-methylsulfanyl-2,3,4,5-tetrahydropyridinium iodide

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

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

  1. 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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