Hydrogen Peroxide → N-Carbamoyl-6-aminoperoxyhexanoic acid

HRID 486336Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 486336
[C:1]([NH:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11])(=[O:3])[NH2:2].OO.[OH-].[Na+].C(OO)=[O:18]>CS(O)(=O)=O>[C:1]([NH:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]([O:12][OH:18])=[O:11])(=[O:3])[NH2:2]

Komponenten

6

Edukt 4

HCID 784Hydrogen PeroxideHCID 14798Sodium Hydroxide2×HCID 66051Performic AcidHCID 4605066-Ureidohexanoic acid

Produkt 1

HCID 15746741N-Carbamoyl-6-aminoperoxyhexanoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6395Methanesulfonic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
15 °C

Versuchsvorschrift

17.4 g (0.1 mol) of N-carbamoyl-6-aminohexanoic acid are dissolved in 50 g of methanesulfonic acid and the solution is cooled to 15° C. 12 g (0.3 mol) of hydrogen peroxide (85% strength by weight) are added dropwise with cooling at such a rate that the internal temperature can be maintained between 15° and 20° C. The mixture is subsequently stirred at 18° C. for a further 10 minutes, then cooled down to 0° C. and adjusted to pH 3 with aqueous sodium hydroxide solution (33% strength by weight). 65 g of sodium hydroxide solution are used. After stirring for 20 minutes at 0° C. the precipitated peroxycarboxylic acid is filtered off with suction, washed with ice-water and dried at 40° C. under an aspirator vacuum.

Aufarbeitung

  1. temperaturewith cooling at such a rate that the internal temperature
  2. temperaturecan be maintained between 15° and 20° C
  3. temperaturecooled down to 0° C.
  4. filtrationis filtered off with suction
  5. washwashed with ice-water
  6. customdried at 40° C. under an aspirator vacuum

Quellen und Nachweise

ORD-Eintrag
ord-2028758af88447d790382e5c2ba832fd
Quelldatensatz
uspto-grants-1994_03
Patentnummer
US05292451

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