Sodium Chloride → Ethyl 2-amino-2-cyanoacetate

HRID 73601

Reaktionsgleichung

Reaktionsgleichung von HRID 73601
[C:1]([C:3](=[N:9]O)[C:4]([O:6][CH2:7][CH3:8])=[O:5])#[N:2].[O-]S(S([O-])=O)=O.[Na+].[Na+].[Cl-].[Na+]>O.C(=O)(O)[O-].[Na+]>[NH2:9][CH:3]([C:1]#[N:2])[C:4]([O:6][CH2:7][CH3:8])=[O:5]

Komponenten

6

Edukt 3

HCID 5234Sodium ChlorideHCID 24489Sodium DithioniteHCID 6399078Ethyl 2-cyano-2-(hydroxyimino)acetate

Produkt 1

HCID 288716Ethyl 2-amino-2-cyanoacetate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 516892Sodium BicarbonateLösungsmittel

Versuchsvorschrift

To a solution of ethyl 2-cyano-2-(hydroxyimino)acetate (1 eq) in 70 mL of water and 56 mL of aq. sat. sodium bicarbonate was added portionwise throughout 10 minutes Na2S2O4 (2.8 eq) The reaction mixture was stirred at room temperature for 1 hour. The solution was saturated with sodium chloride, extracted with methylene chloride (300 mL×3) and then the combined organic layers were dried over anhydrous Na2SO4, filtered, and concentrated in vacuo to give the titled compound, which was used to next step without further (55%). LC/MS (m/z): 129.0 (MH+), Rt:0.25 min.

Aufarbeitung

  1. extractionextracted with methylene chloride (300 mL×3)
  2. dry with materialthe combined organic layers were dried over anhydrous Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-104f0b7a1d864791bee83ff07934004f
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829193B2

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