Water → Ethyl Z-2-(2-acetamidothiazol-4-yl)-2-butenoate

HRID 2231370

Reaktionsgleichung

Reaktionsgleichung von HRID 2231370
[C:1]([NH:4][C:5]([NH2:7])=[S:6])(=[O:3])[CH3:2].O.[CH:9](=[C:11]([C:17](=O)[CH2:18]Cl)[C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH3:10]>CN(C)C=O>[C:1]([NH:4][C:5]1[S:6][CH:10]=[C:9](/[C:11](=[CH:17]/[CH3:18])/[C:12]([O:14][CH2:15][CH3:16])=[O:13])[N:7]=1)(=[O:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 962WaterHCID 2723593AcetylthioureaHCID 54518096Ethyl 2-ethylidene-4-chloro-3-oxobutyrate

Produkt 1

HCID 13603194Ethyl Z-2-(2-acetamidothiazol-4-yl)-2-butenoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
15 °C

Versuchsvorschrift

14.6 parts by weight of acetylthiourea, 30 parts by volume of water and 50 parts by volume of N,N-dimethylformamide are heated up to 85° C. under nitrogen. 22.9 parts by weight of ethyl 2-ethylidene-4-chloro-3-oxobutyrate are then added at this temperature in the course of 40 minutes. The mixture is stirred at 80° to 85° C. for 1 hour and then cooled to 15° C., and, after 10 minutes, the precipitate which has separated out is filtered off with suction. The precipitate is suspended once in 34.5 parts by volume of water, filtered off with suction again and washed twice more with water. The crude product is dried and then extracted by stirring once in a mixture of 13.8 parts by volume of water and 41.8 parts by volume of ethanol for 10 minutes, filtered off with suction and rinsed with ethanol/water (3/1). After drying, 8.8 parts by weight of a pure product are obtained.

Aufarbeitung

  1. waitafter 10 minutes
  2. customthe precipitate which has separated out
  3. filtrationis filtered off with suction
  4. filtrationfiltered off with suction again
  5. washwashed twice more with water
  6. dry with materialThe crude product is dried
  7. extractionextracted
  8. stirringby stirring once in a mixture of 13.8 parts by volume of water and 41.8 parts by volume of ethanol for 10 minutes
  9. filtrationfiltered off with suction
  10. washrinsed with ethanol/water (3/1)
  11. customAfter drying
  12. custom8.8 parts by weight of a pure product are obtained

Quellen und Nachweise

ORD-Eintrag
ord-da6a6ce211b54166a06580024a2f263c
Quelldatensatz
uspto-grants-1988_11
Patentnummer
US04782162

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