Methyl iodide → 4-methoxy-2-(1-methyl-1H-benzoimidazol-2-yl)-7-morpholin-4-yl-benzothiazole

HRID 1244313Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1244313
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]1[S:11][C:12]2[C:18]([N:19]3[CH2:24][CH2:23][O:22][CH2:21][CH2:20]3)=[CH:17][CH:16]=[C:15]([O:25][CH3:26])[C:13]=2[N:14]=1.[H-].[Na+].[CH3:29]I>CN(C=O)C>[CH3:26][O:25][C:15]1[C:13]2[N:14]=[C:10]([C:2]3[N:3]([CH3:29])[C:4]4[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=4[N:1]=3)[S:11][C:12]=2[C:18]([N:19]2[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)=[CH:17][CH:16]=1

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 98639832-(1H-benzoimidazol-2-yl)-4-methoxy-7-morpholin-4-yl-benzothiazole

Produkt 1

HCID 113150104-methoxy-2-(1-methyl-1H-benzoimidazol-2-yl)-7-morpholin-4-yl-benzothiazoleAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

0.05 g of 2-(1H-Benzoimidazol-2-yl)-4-methoxy-7-morpholin-4-yl-benzothiazole (0.14 mmol) were dissolved in dry DMF (2.0 ml) and treated with 0.005 g NaH (65% in oil, 0.14 mmol) at 0° C. After stirring at ambient temperature for 1 h, 25 μl MeI (0.4 mmol) was added and the reaction mixture was stirred for 16 h. The suspension was filtered and the residue on the filter dried in vacuo. One obtained 0.042 g of 4-methoxy-2-(1-methyl-1H-benzoimidazol-2-yl)-7-morpholin-4-yl-benzothiazole (81%) as a yellow solid; M.p.: 283–285° C.

Aufarbeitung

  1. stirringthe reaction mixture was stirred for 16 h
  2. filtrationThe suspension was filtered
  3. customthe residue on the filter dried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-f1e227642c374b6083a242c2c35f6446
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07122545B2

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