Dichloromethane → 4-(3-Chloro-phenyl)-2-(6-hydroxy-benzoimidazol-1-yl)-thiazole-5-carboxylic acid amide

HRID 1667733

Reaktionsgleichung

Reaktionsgleichung von HRID 1667733
C([O:8][C:9]1[CH:10]=[CH:11][C:12]2[N:16]=[CH:15][N:14]([C:17]3[S:18][C:19]([C:29]([NH2:31])=[O:30])=[C:20]([C:22]4[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[CH:23]=4)[N:21]=3)[C:13]=2[CH:32]=1)C1C=CC=CC=1.ClCCl>O>[Cl:28][C:24]1[CH:23]=[C:22]([C:20]2[N:21]=[C:17]([N:14]3[C:13]4[CH:32]=[C:9]([OH:8])[CH:10]=[CH:11][C:12]=4[N:16]=[CH:15]3)[S:18][C:19]=2[C:29]([NH2:31])=[O:30])[CH:27]=[CH:26][CH:25]=1

Komponenten

4

Edukt 2

HCID 6344DichloromethaneHCID 674433752-(6-Benzyloxy-benzoimidazol-1-yl)-4-(3-chloro-phenyl)-thiazole-5-carboxylic acid amide

Produkt 1

HCID 674454984-(3-Chloro-phenyl)-2-(6-hydroxy-benzoimidazol-1-yl)-thiazole-5-carboxylic acid amideAusbeute 100,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a mixture of 3.2 g (6.96 mmole) of 2-(6-benzyloxy-benzoimidazol-1-yl)-4-(3-chloro-phenyl)-thiazole-5-carboxylic acid amide (I.25c) and 50 mL of dichloromethane at 0 degrees was added, dropwise, 5.86 mL (56 mmole) of boron trifluoride-dimethylsulfide complex. The mixture was stirred at ambient temperature for 1 hour and then 50 mL of water was added. The mixture was stirred vigorously for 1 hour. The precipitate was collected by filtration to give 2.6 g of 4-(3-chloro-phenyl)-2-(6-hydroxy-benzoimidazol-1-yl)-thiazole-5-carboxylic acid amide (I.25d) as an off-white solid.

Aufarbeitung

  1. additionwas added
  2. stirringThe mixture was stirred vigorously for 1 hour
  3. filtrationThe precipitate was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-439fbc14c4d4450cbd9e79f1a8dd532e
Quelldatensatz
uspto-grants-2011_10
Patentnummer
US08044213B2

Verknüpfte Notizen

Wird geladen…