Methyl iodide → 3-[[Acetyl[4-(tetradecyloxy)phenyl]amino]methyl]1-methylpyridinium iodide

HRID 1728902Notes

Reaction equation

HRID 1728902 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][N:8]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])=[CH:14][CH:13]=2)[C:9](=[O:11])[CH3:10])[CH:2]=1.[CH3:33][I:34]>>[I-:34].[C:9]([N:8]([CH2:7][C:3]1[CH:2]=[N+:1]([CH3:33])[CH:6]=[CH:5][CH:4]=1)[C:12]1[CH:13]=[CH:14][C:15]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])=[CH:16][CH:17]=1)(=[O:11])[CH3:10]

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 19015828N-(3-Pyridinylmethyl)-N-[4-(tetradecyloxy)phenyl]acetamide

Product 1

HCID 190155833-[[Acetyl[4-(tetradecyloxy)phenyl]amino]methyl]1-methylpyridinium iodideYield 102.2%

Conditions

Temperature
95 °C

Procedure

A mixture of 2.3 g of product from Example 142 and 37.21 g of methyl iodide is heated, in a sealed tube, at 95° C. for 13 hours. The reaction is concentrated in vacuo to give 3.11 g of the desired product.

Workup

  1. concentrationThe reaction is concentrated in vacuo

Sources & evidence

ORD record
ord-cbf0bd14fc6a49ef8d8aed952444bc2b
Source dataset
uspto-grants-1994_07
Patent number
US05328921

Reaction notes

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