Methyl iodide → 2-[[Acetyl[3,4-bis(heptyloxy)benzoyl]amino]methyl]-1-methylpyridinium iodide

HRID 248016Notes

Reaction equation

HRID 248016 reaction equation
[C:1]([N:4]([CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][N:31]=1)[C:5](=[O:28])[C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])=[C:8]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[CH:7]=1)(=[O:3])[CH3:2].[CH3:36][I:37]>>[I-:37].[C:1]([N:4]([CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][N+:31]=1[CH3:36])[C:5](=[O:28])[C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])=[C:8]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[CH:7]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 10367999N-Acetyl-3,4-bis(heptyloxy)-N-(2-pyridinylmethyl)benzamide

Product 1

HCID 103265972-[[Acetyl[3,4-bis(heptyloxy)benzoyl]amino]methyl]-1-methylpyridinium iodideYield 95.8%

Conditions

Temperature
105 °C

Procedure

A mixture of 1.0 g of product from Example 112 and 14.7 g of methyl iodide is heated in a sealed tube at 105° C. from 171/4 hours. The reaction is concentrated in vacuo to give 1.24 g of the desired product as yellow crystals.

Workup

  1. concentrationThe reaction is concentrated in vacuo

Sources & evidence

ORD record
ord-af3ebb80beb64d97b111e0ba717ba4df
Source dataset
uspto-grants-1993_05
Patent number
US05208247

Reaction notes

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