Methanol → Methyl 2-(2-Aminoacetamido)Acetate

HRID 1196812

Reaktionsgleichung

Reaktionsgleichung von HRID 1196812
[NH2:1][CH2:2][C:3]([NH:5][CH2:6][C:7]([OH:9])=[O:8])=[O:4].S(Cl)(Cl)=O.[CH3:14]O>>[NH2:1][CH2:2][C:3]([NH:5][CH2:6][C:7]([O:9][CH3:14])=[O:8])=[O:4]

Komponenten

4

Edukt 3

HCID 887MethanolHCID 11163GlycylglycineHCID 24386Thionyl Chloride

Produkt 1

HCID 3248350Methyl 2-(2-Aminoacetamido)Acetate

Versuchsvorschrift

2.5 g (19 mmoles) of Gly-Gly-OH was suspended in 25 mL of dry methanol. Two equivalents of thionyl chloride were added, and the suspension stirred to dissolution. The mixture was allowed to sit at room temperature overnight. The solvent was removed under vacuum, the residue taken up in a minimum of methanol, and anhydrous ether added to effect crystallization. Yield 3.2 g (92%). M.P. 146°-146° C. 1H-NMR (DMSO) 3.6 (s, 3H OMe), 3.8 and 3.9 (d, 2H, Gly α-H's).

Aufarbeitung

  1. customThe solvent was removed under vacuum
  2. additionadded to effect crystallization

Quellen und Nachweise

ORD-Eintrag
ord-fc8851893076401a9a5849d488c88b6c
Quelldatensatz
uspto-grants-1992_05
Patentnummer
US05116741

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