Acetone → [(Cyclohexylamino)methylene]bis(phosphonic acid)

HRID 1576058Notes

Reaction equation

HRID 1576058 reaction equation
[CH:1]1([NH:7][CH:8]=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[P:10]([OH:13])([OH:12])[OH:11].P(Cl)(Cl)Cl.CC(C)=O>O>[CH:1]1([NH:7][CH:8]([P:10]([OH:13])(=[O:11])[OH:12])[P:10]([OH:13])(=[O:12])[OH:11])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 180AcetoneHCID 13017N-CyclohexylformamideHCID 24387Phosphorus trichlorideHCID 107909Phosphorous acid

Product 1

HCID 405386[(Cyclohexylamino)methylene]bis(phosphonic acid)Yield 25%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

127.2 parts of N-cyclohexylformamide and 81 parts of phosphorous acid were reacted with 137.3 parts of phosphorus trichloride at 70°C, and maintained for 5 hours at this temperature. The reaction product was dissolved in water, treated with acetone and the precipitate separated. A 25% yield of N-cyclohexyl-1-aminomethane-1,1-diphosphonic acid, based on PCl3, was obtained.

Workup

  1. temperaturemaintained for 5 hours at this temperature
  2. customthe precipitate separated

Sources & evidence

ORD record
ord-bfae2ae7ca024e7ab7ce950696b3cb16
Source dataset
uspto-grants-1976_09
Patent number
US03979385

Reaction notes

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