Hydrochloric Acid → HCID 20185708, compound

A mixture of 3-(N-hydroxyamino)propylphosphonic acid (1.64 g), potassium isocyanate (2.43 g) and water (17 ml) was stirred at ambient temperature for 3 hours, while maintaining the pH at around 5-7 with 3 N hydrochloric acid. The reaction mixture was adjusted to pH 9 with 1 N aqueous sodium hydroxide solution and then stirred at ambient temperature for 20 minutes. The resultant mixture was adjusted to the pH 1.8 with 3 N hydrochloric acid and concentrated under reduced pressure. The residue was extracted with methanol and the extract was concentrated under reduced pressure to give crude 3-(N-carbamoyl-N-hydroxyamino)propylphosphonic acid (2.50 g). A part (1 g) of the object compound was dissolved in water (5 ml), and the solution was passed through a column of nonionic adsorption resin Diaion HP 20 (trade name, made by Mitsubishi Chemical Industries). The object compound was eluted with water. The fractions containing the object compound was collected and evaporated to dryness to give powdery 3-(N-carbamoyl-N-hydroxyamino)propylphosphonic acid (410 mg).

1. stirringstirred at ambient temperature for 20 minutes
2. concentrationconcentrated under reduced pressure
3. extractionThe residue was extracted with methanol
4. concentrationthe extract was concentrated under reduced pressure
5. customto give crude 3-(N-carbamoyl-N-hydroxyamino)propylphosphonic acid (2.50 g)
6. washThe object compound was eluted with water
7. additionThe fractions containing the object compound
8. customwas collected
9. customevaporated to dryness

ORD record

ord-73734797e329459b8afc880adf037973

Source dataset

uspto-grants-1980_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04206156