Benzo(d)thiazol-2-amine → ethyl imidazo[2,1-b][1,3]benzothiazole-2-carboxylate

HRID 638836Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 638836
Br[CH2:2][C:3](=O)[C:4]([O:6][CH2:7][CH3:8])=[O:5].[NH2:10][C:11]1[S:12][C:13]2[CH:19]=[CH:18][CH:17]=[CH:16][C:14]=2[N:15]=1>CN(C=O)C>[N:10]1[C:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])=[CH:2][N:15]2[C:14]3[CH:16]=[CH:17][CH:18]=[CH:19][C:13]=3[S:12][C:11]=12

Komponenten

4

Edukt 2

HCID 8706Benzo(d)thiazol-2-amineHCID 66144Ethyl bromopyruvate

Produkt 1

HCID 1480574ethyl imidazo[2,1-b][1,3]benzothiazole-2-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Ethyl bromopyruvate (9.8 g, 50 mmol) was added dropwise to a stirred solution of 2-aminobenzothiazole (7.5 g, 50 mmol) in DMF (100 ml) at room temperature. After the addition, the reaction mixture was heated to reflux for 6 h. The reaction mixture was cooled to room temperature and quenched with ice cold water. The aqueous layer was neutralized with NH4OH and the separated solid was filtered. It was washed well with water and dried. The crude product obtained was taken to next step without purification.

Aufarbeitung

  1. additionAfter the addition
  2. temperaturethe reaction mixture was heated
  3. temperatureto reflux for 6 h
  4. customquenched with ice cold water
  5. filtrationthe separated solid was filtered
  6. washIt was washed well with water
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-826f3b8e42574ee88dab8d45fe1c9626
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07691842B2

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