Acetonitrile → (1-Aminoethylidene)bisphosphonic acid

HRID 866535Notes

Reaction equation

HRID 866535 reaction equation
[C:1](#[N:3])[CH3:2].[P:4]([OH:7])([OH:6])[OH:5]>O>[NH2:3][C:1]([P:4]([OH:7])([OH:6])=[O:5])([P:4]([OH:7])([OH:6])=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 6342AcetonitrileHCID 107909Phosphorous acid

Product 1

HCID 84770(1-Aminoethylidene)bisphosphonic acidYield 76%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
150 °C

Procedure

A 1 liter autoclave was charged with a mixture of acetonitrile (61.5 g, 1.5 moles), ISOPAR-M (300 g), and the wetting agents (7.5 g each). The mixture was pressurized with nitrogen and heated to 150° C. Melted phosphorous acid (246 g, 3.0 moles) was pumped into the reactor through 15 minutes. The reaction was continued for 3 hours, maintaining the temperature at 150° C. Water (300 g) was pumped in and the product was collected after cooling. Colorless crystals of 1-amino-1,1-diphosphono ethane was obtained as fine grains, 76% yield.

Workup

  1. temperaturemaintaining the temperature at 150° C
  2. customwas collected
  3. temperatureafter cooling

Sources & evidence

ORD record
ord-16848652c6ca43a0af0b41f16c8c096c
Source dataset
uspto-grants-1978_07
Patent number
US04100167

Reaction notes

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