Diisopropylethylamine → HCID 59408735, Verbindung

HRID 1188104Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1188104
[I-].ClC1C=CC=C[N+]=1C.CCN(C(C)C)C(C)C.[C:19]1([CH3:31])[CH:24]=[CH:23][C:22]([C:25]2[S:29][C:28]([NH2:30])=[N:27][CH:26]=2)=[CH:21][CH:20]=1.[Br:32][C:33]1[S:34][C:35]([C:38](O)=[O:39])=[CH:36][N:37]=1>CN(C=O)C.CCOC(C)=O>[Br:32][C:33]1[S:34][C:35]([C:38]([NH:30][C:28]2[S:29][C:25]([C:22]3[CH:21]=[CH:20][C:19]([CH3:31])=[CH:24][CH:23]=3)=[CH:26][N:27]=2)=[O:39])=[CH:36][N:37]=1

Komponenten

7

Edukt 4

HCID 81531DiisopropylethylamineHCID 1670692-Chloro-1-methylpyridinium iodideHCID 9607605-(4-Methylphenyl)-1,3-thiazol-2-amineHCID 27632102-Bromothiazole-5-carboxylic acid

Produkt 1

HCID 59408735HCID 59408735, VerbindungAusbeute 46 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

2-Chloro-1-methylpyridinium iodide (0.55 g, 2.2 mmol), DIEA (0.37 g, 2.9 mmol) and 5-p-tolylthiazol-2-amine (0.27 g, 1.44 mmol) were added to a suspension of 2-bromothiazole-5-carboxylic acid (0.30 g, 1.44 mmol) in DMF (5 mL). The resulting solution was stirred at RT till completion of the reaction. The mixture was then diluted with AcOEt, washed with water, dried with Na2SO4 and concentrated. The crude product was purified by column (30% AcOEt/PE), yielding 2-bromo-N-(5-p-tolylthiazol-2-yl)thiazole-5-carboxamide (250 mg, 46%) as a solid.

Aufarbeitung

  1. washwashed with water
  2. dry with materialdried with Na2SO4
  3. concentrationconcentrated
  4. customThe crude product was purified by column (30% AcOEt/PE)

Quellen und Nachweise

ORD-Eintrag
ord-47c96296d7324b9c8dab4ccceab79b82
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08673940B2

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