N-Formylmorpholine → [(Morpholin-4-yl)methylene]bis(phosphonic acid)

HRID 1576060Notes

Reaction equation

HRID 1576060 reaction equation
[CH:1]([N:3]1[CH2:8][CH2:7][O:6][CH2:5][CH2:4]1)=O.[P:9]([OH:12])([OH:11])[OH:10].P(Cl)(Cl)Cl>O>[O:6]1[CH2:7][CH2:8][N:3]([CH:1]([P:9]([OH:12])(=[O:10])[OH:11])[P:9]([OH:12])(=[O:11])[OH:10])[CH2:4][CH2:5]1

Participants

5

Reactant 3

HCID 20417N-FormylmorpholineHCID 24387Phosphorus trichlorideHCID 107909Phosphorous acid

Product 1

HCID 405383[(Morpholin-4-yl)methylene]bis(phosphonic acid)Yield 35%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

115 parts of N-formylmorpholine and 82 parts of phosphorous acid were mixed and reacted with 137 parts of phosphorus trichloride. The reaction mixture was then treated with about 5000 parts of water, and the solution was filtered and concentrated. The precipitate obtained was isolated and recrystallized from water/acetone. After drying, a yield of 35% of morpholinomethanediphosphonic acid was obtained.

Workup

  1. filtrationthe solution was filtered
  2. concentrationconcentrated
  3. customThe precipitate obtained
  4. customwas isolated
  5. customrecrystallized from water/acetone
  6. customAfter drying

Sources & evidence

ORD record
ord-7f6ed031b0074e8396f309849d2c1087
Source dataset
uspto-grants-1976_09
Patent number
US03979385

Reaction notes

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