Phosphorus trichloride → HCID 15918594, compound

HRID 1576059Notes

Reaction equation

HRID 1576059 reaction equation
[CH2:1]([N:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH:12]=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[P:24]([OH:27])([OH:26])[OH:25].P(Cl)(Cl)Cl>O>[CH2:1]([N:11]([CH:12]([P:24]([OH:27])(=[O:25])[OH:26])[P:24]([OH:27])(=[O:26])[OH:25])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

5

Reactant 3

HCID 24387Phosphorus trichlorideHCID 107909Phosphorous acidHCID 21438813N,N-Didecylformamide

Product 1

HCID 15918594HCID 15918594, compoundYield 130%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

81.4 parts of didecylformamide and 20.5 parts of phosphorous acid were slowly reacted with 34.3 parts of phosphorus trichloride at 70°C, and the mixture was maintained at 70°C for a further 3 hours. The product was hydrolyzed by the addition of 500 parts of water, the diphosphonic acid thereby being precipitated. This was dissolved in ethanol, precipitated with acetone and dried in vacuo at 50°C. N,N-didecylaminomethane-diphosphonic acid was obtained in a yield of 130% based on PCl3 or 65% based on total phosphorus.

Workup

  1. customthe diphosphonic acid thereby being precipitated
  2. dissolutionThis was dissolved in ethanol
  3. customprecipitated with acetone
  4. customdried in vacuo at 50°C

Sources & evidence

ORD record
ord-085b78d45a9249a5b8faafe8678408f8
Source dataset
uspto-grants-1976_09
Patent number
US03979385

Reaction notes

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