Iodoethane → 1-Ethyl-2-[[[[4-(hexadecyloxy)phenoxy]acetyl]amino]methyl]pyridinium iodide

HRID 247997Notes

Reaction equation

HRID 247997 reaction equation
[CH2:1]([O:17][C:18]1[CH:35]=[CH:34][C:21]([O:22][CH2:23][C:24]([NH:26][CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=2)=[O:25])=[CH:20][CH:19]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[CH2:36]([I:38])[CH3:37]>>[I-:38].[CH2:36]([N+:29]1[CH:30]=[CH:31][CH:32]=[CH:33][C:28]=1[CH2:27][NH:26][C:24](=[O:25])[CH2:23][O:22][C:21]1[CH:20]=[CH:19][C:18]([O:17][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[CH:35][CH:34]=1)[CH3:37]

Participants

3

Reactant 2

HCID 6340IodoethaneHCID 190153632-[4-(Hexadecyloxy)phenoxy]-N-(2-pyridinylmethyl)acetamide

Product 1

HCID 190144881-Ethyl-2-[[[[4-(hexadecyloxy)phenoxy]acetyl]amino]methyl]pyridinium iodideYield 80.1%

Conditions

Temperature
115 °C

Procedure

The title compound is prepared by the procedure of Example 8, using 0.50 g of product from Example 88, 8.1 g of ethyl iodide and heating the mixture at 115° C. for 22 hours. The residue is recrystallized from methyl alcohol to give 0.53 g of the desired product as light yellow prisms.

Workup

  1. customThe title compound is prepared by the procedure of Example 8
  2. customThe residue is recrystallized from methyl alcohol

Sources & evidence

ORD record
ord-1c9cf91df4db4ad9a08cf3bcf3e59f4d
Source dataset
uspto-grants-1993_05
Patent number
US05208247

Reaction notes

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