Phosphorus trichloride → {[(1,3-Thiazol-2-yl)amino]methylene}bis(phosphonic acid)

HRID 345285Notes

Reaction equation

HRID 345285 reaction equation
P(Cl)(Cl)Cl.[P:5]([OH:8])([OH:7])[OH:6].[S:9]1[CH:13]=[CH:12][N:11]=[C:10]1[NH:14][CH:15]=O>O>[S:9]1[CH:13]=[CH:12][N:11]=[C:10]1[NH:14][CH:15]([P:5]([OH:8])(=[O:6])[OH:7])[P:5]([OH:8])(=[O:7])[OH:6]

Participants

5

Reactant 3

HCID 24387Phosphorus trichlorideHCID 107909Phosphorous acidHCID 3736156Formamide, N-2-thiazolyl-

Product 1

HCID 405391{[(1,3-Thiazol-2-yl)amino]methylene}bis(phosphonic acid)Yield 29.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

7 g of phosphorus trichloride are mixed with 4.0 g of phosphorous acid and the mixture is heated, while stirring, at 60° for 1 hour. 6.12 g of N-(thiazol-2-yl)formamide are added thereto and the mixture is heated for a further 6 hours at approximately 60°. The mixture is then stirred with 30 ml of water, filtered with suction, subsequently washed with aqueous methanol and dried under reduced pressure. 2.0 g of 1-(thiazol-2-ylamino)methane-1,1-diphosphonic acid of m.p. 275° (decomposition) are obtained.

Workup

  1. temperaturethe mixture is heated
  2. temperaturethe mixture is heated for a further 6 hours at approximately 60°
  3. filtrationfiltered with suction
  4. washsubsequently washed with aqueous methanol
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-f43af1cee5824ff9b5fa5fa9bddfd75c
Source dataset
uspto-grants-1991_10
Patent number
US05057505

Reaction notes

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