2-Cyano-1-phosphonoethanesulfonate → 3-Amino-1-phosphonopropanesulfonic Acid

HRID 2693

Reaktionsgleichung

Reaktionsgleichung von HRID 2693
[C:1]([CH2:3][CH:4]([P:9]([OH:12])([OH:11])=[O:10])[S:5]([O-:8])(=[O:7])=[O:6])#[N:2].[H][H]>N.[Rh]>[NH2:2][CH2:1][CH2:3][CH:4]([P:9]([OH:12])([OH:11])=[O:10])[S:5]([OH:8])(=[O:6])=[O:7]

Komponenten

5

Edukt 2

HCID 867523042-Cyano-1-phosphonoethanesulfonateHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 189360993-Amino-1-phosphonopropanesulfonic Acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23948RhodiumKatalysatorHCID 222AmmoniaLösungsmittel

Versuchsvorschrift

The hydrogenation of 2-cyano-1-phosphonoethanesulfonate is carried out using the hydrogenation technique of Freifelder (J. Am. Chem. Soc., 82, 2386 (1960)). The cyano compound (2.15 g; 0.01 mole) is placed in 20 ml of 10% methanolic ammonia. Rhodium on alumina (5%) catalyst (0.5 g) is added, and the mixture is hydrogenated at 40 PSI on a Parr apparatus for several hours (until uptake of hydrogen is complete). The catalyst is filtered off, and the filtrate is evaporated dry. The product is purified by dissolving the residue in water, adding ethanol to give a precipitate, and collecting the solids by filtration. Further purification is accomplished by again recrystallizing from water/ethanol.

Aufarbeitung

  1. waitthe mixture is hydrogenated at 40 PSI on a Parr apparatus for several hours
  2. filtrationThe catalyst is filtered off
  3. customthe filtrate is evaporated
  4. customdry
  5. customThe product is purified
  6. dissolutionby dissolving the residue in water
  7. additionadding ethanol
  8. customto give a precipitate
  9. customcollecting the solids
  10. filtrationby filtration
  11. customFurther purification
  12. customby again recrystallizing from water/ethanol

Quellen und Nachweise

ORD-Eintrag
ord-8f0adc11e00943cfa52c22b2a6fa6941
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05731299

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