ethyl 3-amino-3-thioxopropanoate → HCID 19790104, Verbindung

HRID 1656175Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1656175
[NH2:1][C:2](=[S:9])[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5]>C(OCC)C>[C:4]([C:3]1[N:1]=[C:2]([CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5])[S:9][CH:2]=1)([OH:6])=[O:5]

Komponenten

3

Edukt 1

HCID 2771567ethyl 3-amino-3-thioxopropanoate

Produkt 1

HCID 19790104HCID 19790104, VerbindungAusbeute 106,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

A solution of ethyl 3-amino-3-thioxopropionate (73.5 g) in diethyl ether (100 ml) was added to a solution of bromopiruvic acid (88.5 g) in diethyl ether (300 ml) and stirred for 15 hours at ambient temperature. The precipitates were collected by filtration and added to a mixture of water (500 ml) and diethyl ether (300 ml) and then adjusted to pH 7.5 with 20% aqueous sodium carbonate. The separated aqueous solution was adjusted to pH 1.0 with conc. hydrochloric acid and extracted with diethyl ether. The diethyl ether layer was dried over magnesium sulfate and evaporated. The residue was washed with diisopropyl ether to give ethyl 2-(4-carboxythiazol-2-yl)acetate (57.1 g).

Aufarbeitung

  1. filtrationThe precipitates were collected by filtration
  2. additionadded to a mixture of water (500 ml) and diethyl ether (300 ml)
  3. extractionextracted with diethyl ether
  4. dry with materialThe diethyl ether layer was dried over magnesium sulfate
  5. customevaporated
  6. washThe residue was washed with diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-f95fcb5c023a4d9a9b5651fe1a6afcab
Quelldatensatz
uspto-grants-1993_10
Patentnummer
US05252731

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