Acetic Acid → Benzoylaminomethanephosphonic acid

HRID 466302

Reaktionsgleichung

Reaktionsgleichung von HRID 466302
C(O)(=[O:3])C.O=P[O:7][P:8]=[O:9].O[CH2:11][NH:12][C:13](=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.O>CC(C)=O>[C:13]([NH:12][CH2:11][P:8]([OH:9])(=[O:3])[OH:7])(=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 962WaterHCID 14810Phosphorus trioxideHCID 80493N-(hydroxymethyl)benzamide

Produkt 1

HCID 10443251Benzoylaminomethanephosphonic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

50 ml of acetic acid were cooled to 10° C. with stirring and under a nitrogen atmosphere. 11 g (0.1 mol) of diphosphorus trioxide (P2O3) were then added dropwise with further cooling, during the course of which the temperature fell to 0° to 5° C. 30.2 g (0.2 mol) of N-hydroxymethylbenzamide were then added in portions at 5°-10° C. during the course of 60 minutes. The mixture was then stirred without cooling until room temperature was reached. It was then heated to reflux for 31/2 hours. It was then cooled. 2 g (0.11 mol) of water were then added dropwise with stirring, the temperature rising to 35° C. The mixture was then allowed to cool and 25 ml of acetone were added. It was then additionally stirred and filtered with suction. 31.5 g of benzoylaminomethanephosphonic acid having a melting point of 165° to 170° C. were obtained. A further 2 g were isolated from the mother liquor. Altogether, 33.5 g (78% of theory) were thus obtained.

Aufarbeitung

  1. customfell to 0° to 5° C
  2. stirringThe mixture was then stirred
  3. temperatureIt was then heated
  4. temperatureto reflux for 31/2 hours
  5. temperatureIt was then cooled
  6. stirringwith stirring
  7. customrising to 35° C
  8. temperatureto cool
  9. stirringIt was then additionally stirred
  10. filtrationfiltered with suction

Quellen und Nachweise

ORD-Eintrag
ord-bc284abc92c947ff8bed53243a736aa5
Quelldatensatz
uspto-grants-1992_10
Patentnummer
US05155257

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