Formic Acid → HCID 406415, compound

HRID 1612624Notes

Reaction equation

HRID 1612624 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][NH:10][CH2:11][CH2:12][C:13]([OH:22])([P:18]([OH:21])(=[O:20])[OH:19])[P:14]([OH:17])(=[O:16])[OH:15])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:23](O)=O.C=O>O>[C:1]1([CH2:7][CH2:8][CH2:9][N:10]([CH2:11][CH2:12][C:13]([OH:22])([P:18]([OH:21])(=[O:19])[OH:20])[P:14]([OH:15])(=[O:17])[OH:16])[CH3:23])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 284Formic AcidHCID 712FormaldehydeHCID 11078699HCID 11078699, compound

Product 1

HCID 406415HCID 406415, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

9.3 g (26.3 mmol) of 3-(3-phenylpropylamino)-1-hydroxypropane-1,1-diphosphonic acid are refluxed for 36 hours with 6.1 ml of formic acid and 4.2 ml of a 38% formaldehyde solution in water. The reaction solution is concentrated by evaporation under reduced pressure and the residue is diluted with acetone, yielding 3-[N-(3-phenylpropyl)-N-methyl-amino]-1-hydroxy-propane-1,1-diphosphonic acid in the form of colourless crystals of m.p. 219° (decomp.).

Workup

  1. concentrationThe reaction solution is concentrated by evaporation under reduced pressure
  2. additionthe residue is diluted with acetone

Sources & evidence

ORD record
ord-f4ed6c923de04a31abe8f3056afcfbc7
Source dataset
uspto-grants-1993_03
Patent number
US05190930

Reaction notes

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