Methyl iodide → 1-Methyl-2-[[[(4-methylphenyl)sulfonyl][[3-(tetradecyloxy)phenyl]methyl]amino]methyl]pyridinium iodide

HRID 248036Notes

Reaction equation

HRID 248036 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]([CH2:34][C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][N:36]=2)[CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[CH:14]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH3:41][I:42]>>[I-:42].[CH3:41][N+:36]1[CH:37]=[CH:38][CH:39]=[CH:40][C:35]=1[CH2:34][N:11]([S:8]([C:5]1[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=1)(=[O:10])=[O:9])[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[CH:14]=1

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 190162644-Methyl-N-(2-pyridinylmethyl)-N-[[3-(tetradecyloxy)phenyl]methyl]benzenesulfonamide

Product 1

HCID 190149761-Methyl-2-[[[(4-methylphenyl)sulfonyl][[3-(tetradecyloxy)phenyl]methyl]amino]methyl]pyridinium iodideYield 92.6%

Conditions

Temperature
100 °C

Procedure

A mixture of 1.01 g of product from Example 80 and 12.69 g of methyl iodide is heated, in a sealed tube, at 100° C. for 5 hours. The reaction is concentrated to give 1.17 g of the desired product as a yellow-green foam.

Workup

  1. concentrationThe reaction is concentrated

Sources & evidence

ORD record
ord-9127661651764b28b97889f0c406974d
Source dataset
uspto-grants-1993_05
Patent number
US05208247

Reaction notes

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