Pyridine → Ethyl 2-acetamido-1,3-thiazole-4-carboxylate

HRID 1246438Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1246438
Br.[NH2:2][C:3]1[S:4][CH:5]=[C:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[N:7]=1.N1C=CC=CC=1.[C:19](Cl)(=[O:21])[CH3:20]>ClCCl>[C:19]([NH:2][C:3]1[S:4][CH:5]=[C:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[N:7]=1)(=[O:21])[CH3:20]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 16495520Ethyl 2-aminothiazole-4-carboxylate hydrobromide

Produkt 1

HCID 702548Ethyl 2-acetamido-1,3-thiazole-4-carboxylateAusbeute 88,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To an ice-cold mixture of ethyl 2-amino-1,3-thiazole-4-carboxylate hydrobromide (80 g), pyridine (52.5 g) and dichloromethane (800 ml) was added acetyl chloride (27.3 g) dropwise at 0° C., and the mixture was stirred for 30 minutes at the same temperature. The reaction mixture was washed with water (500 ml), dried over sodium sulfate and concentrated in vacuo. The crystalline residue was collected and washed with ethyl acetate to give ethyl 2-(acetylamino)-1,3-thiazole-4-carboxylate (60 g).

Aufarbeitung

  1. washThe reaction mixture was washed with water (500 ml)
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated in vacuo
  4. customThe crystalline residue was collected
  5. washwashed with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-1ea586f789ba4d6abd8147139c3201a0
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07125901B2

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