Phosphorus trichloride → HCID 54025175, compound

HRID 1576061Notes

Reaction equation

HRID 1576061 reaction equation
[CH2:1]([N:19]([CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])[CH:20]=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[P:40]([OH:43])([OH:42])[OH:41].P(Cl)(Cl)Cl>O>[CH2:1]([N:19]([CH:20]([P:40]([OH:43])(=[O:41])[OH:42])[P:40]([OH:43])(=[O:42])[OH:41])[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

5

Reactant 3

HCID 24387Phosphorus trichlorideHCID 107909Phosphorous acidHCID 19918872HCID 19918872, compound

Product 1

HCID 54025175HCID 54025175, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

137 parts of about 90% dioctadecylformamide 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 for 3 hours at this temperature. At this time, it was hydrolyzed with 500 parts of water. The product was filtered by suction, and the residue was dissolved in alcohol, precipitated again with acetone, isolated and dried in vacuo at 50°C over P2O5. N,N-dioctadecylaminomethanediphosphonic acid was obtained in a yield of 65%.

Workup

  1. temperaturethe mixture was maintained for 3 hours at this temperature
  2. filtrationThe product was filtered by suction
  3. dissolutionthe residue was dissolved in alcohol
  4. customprecipitated again with acetone
  5. customisolated
  6. dry with materialdried in vacuo at 50°C over P2O5

Sources & evidence

ORD record
ord-880bdbb7623540e5b34a6e188b22ef26
Source dataset
uspto-grants-1976_09
Patent number
US03979385

Reaction notes

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