Pyridine → 2-Cyanoethylphosphoric acid pyridinium

HRID 1653991Notes

Reaction equation

HRID 1653991 reaction equation
[NH+:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:7]([CH2:9][CH2:10][O:11][P:12](=[O:15])([O-:14])[O-:13])#[N:8].[NH+]1C=CC=CC=1.C(CCOP([O-])([O-])=O)#N.[Ba+2].N1C=CC=CC=1>O>[NH+:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:7]([CH2:9][CH2:10][O:11][P:12](=[O:13])([OH:15])[OH:14])#[N:8]

Participants

5

Reactant 3

HCID 1049PyridineHCID 78714Propanenitrile, 3-(phosphonooxy)-, barium salt (1:1)HCID 69780213Pyridinium cyanoethylphosphate

Product 1

HCID 867486072-Cyanoethylphosphoric acid pyridinium

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

According to the method of Tenor (J. Am. Chem. Soc., p. 159-168, 1961), 2-cyanoethylphosphoric acid pyridinium salt was prepared. Namely, 1.61 g of barium 2-cyanoethylphosphate and 10 g of an ion exchange resin (Dowex 50 (hydrogen ion form)) were suspended in water, stirred at room temperature for 30 minutes, 2 ml of pyridine was added to the supernatant, the mixture was washed with water, and the mixture then concentrated to dryness under a reduced pressure, followed by an addition of pyridine to give 1 mmol/ml of 2-cyanoethylphosphoric acid pyridinium solution.

Workup

  1. customwas prepared
  2. washthe mixture was washed with water
  3. concentrationthe mixture then concentrated to dryness under a reduced pressure
  4. additionfollowed by an addition of pyridine

Sources & evidence

ORD record
ord-bb50250bc25f433ebe527ccfbe211795
Source dataset
uspto-grants-1995_04
Patent number
US05405839

Reaction notes

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