1-Methylimidazole → 2-methoxy-1-octadecylcarbamoylthio-3-(3-N-methylimidazoliniopropylsulfonylamino)propane iodide

HRID 728433Notes

Reaction equation

HRID 728433 reaction equation
[I:1][CH2:2][CH2:3][CH2:4][S:5]([NH:8][CH2:9][CH:10]([O:34][CH3:35])[CH2:11][S:12][C:13](=[O:33])[NH:14][CH2:15][CH2:16][CH2:17][CH2:18][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])(=[O:7])=[O:6].[CH3:36][N:37]1[CH:41]=[CH:40][N:39]=[CH:38]1>>[I-:1].[CH3:35][O:34][CH:10]([CH2:9][NH:8][S:5]([CH2:4][CH2:3][CH2:2][NH+:39]1[CH2:40][CH2:41][N:37]([CH3:36])[CH2:38]1)(=[O:7])=[O:6])[CH2:11][S:12][C:13](=[O:33])[NH:14][CH2:15][CH2:16][CH2:17][CH2:18][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]

Participants

3

Reactant 2

HCID 13901-MethylimidazoleHCID 148350343-(3-Iodopropylsulfonylamino)-2-methoxy-1-octadecylcarbamoylthiopropane

Product 1

HCID 867450472-methoxy-1-octadecylcarbamoylthio-3-(3-N-methylimidazoliniopropylsulfonylamino)propane iodideYield 91%

Procedure

A solution of 100 mg of 3-(3-iodopropylsulfonylamino)-2-methoxy-1-octadecylcarbamoylthiopropane IIa6 in 0.3 ml of N-methylimidazole is stirred at 25° C. overnight. After the solvent is evaporated, the residue is washed with water to give 102 mg of 2-methoxy-1-octadecylcarbamoylthio-3-(3-N-methylimidazoliniopropylsulfonylamino)propane iodide Ia24 in 91% yield.

Workup

  1. customAfter the solvent is evaporated
  2. washthe residue is washed with water

Sources & evidence

ORD record
ord-e492ce78286f46ea9de8b9b548d3fe4e
Source dataset
uspto-grants-1991_09
Patent number
US05047540

Reaction notes

Loading…