Methyl iodide → HCID 86748467, compound

HRID 964530Notes

Reaction equation

HRID 964530 reaction equation
[OH:1][C:2]([P:14](=[O:17])([OH:16])[OH:15])([P:10](=[O:13])([OH:12])[OH:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][N:5]=1.I[CH3:19]>[OH-].[Na+].O.C(O)C>[OH-:1].[OH:1][C:2]([P:14]([OH:15])([OH:16])=[O:17])([P:10]([OH:11])([OH:12])=[O:13])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][N+:5]=1[CH3:19]

Participants

6

Reactant 2

HCID 6328Methyl iodideHCID 405372P,P′-[1-Hydroxy-2-(2-pyridinyl)ethylidene]bis[phosphonic acid]

Product 1

HCID 86748467HCID 86748467, compoundYield 165.4%

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Conditions

Temperature
80 °C

Procedure

[1-Hydroxy-2-(2-pyridinyl)ethylidene]bis[phosphonic acid] (3.53 mmol, 1.0 g) is dissolved in 8.8 ml of 1N sodium hydroxide solution and 8.8 ml of distilled water. To this is added iodomethane (17.67 mmol, 1.1 ml) in 18 ml of ethanol. This reaction mixture is heated at 80° C. until complete. The solvent is concentrated in vacuo and the residue is recrystallized from ethanol and water to yield 0.92 g of 2-(2 -hydroxy-2,2-diphosphonoethyl)-1-methyl pyridinium hydroxide, inner salt, monosodium salt.

Workup

  1. concentrationThe solvent is concentrated in vacuo
  2. customthe residue is recrystallized from ethanol and water

Sources & evidence

ORD record
ord-092b6f6586984943b1160fb160359912
Source dataset
uspto-grants-1998_06
Patent number
US05770586

Reaction notes

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