2-Aminothiazole → N-[2-(2,3-dimethoxyphenoxy)-4-fluorophenyl]-N'-(thiazol-2-yl)urea

HRID 131832

Reaktionsgleichung

Reaktionsgleichung von HRID 131832
[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[CH:7][CH:6]=[CH:5][C:4]=1[OH:11].F[C:13]1[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:14]=1[N+:20]([O-:22])=[O:21].[CH3:23][O:24][C:25]1[C:39]([O:40][CH3:41])=[CH:38][CH:37]=[CH:36][C:26]=1[O:27][C:28]1[CH:34]=[C:33]([F:35])[CH:32]=[CH:31][C:29]=1[NH2:30].[NH2:42][C:43]1[S:44][CH:45]=[CH:46][N:47]=1>>[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[CH:7][CH:6]=[CH:5][C:4]=1[O:11][C:13]1[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:14]=1[N+:20]([O-:22])=[O:21].[CH3:23][O:24][C:25]1[C:39]([O:40][CH3:41])=[CH:38][CH:37]=[CH:36][C:26]=1[O:27][C:28]1[CH:34]=[C:33]([F:35])[CH:32]=[CH:31][C:29]=1[NH:30][C:4]([NH:42][C:43]1[S:44][CH:45]=[CH:46][N:47]=1)=[O:11]

Komponenten

6

Edukt 4

HCID 21552-AminothiazoleHCID 679672,4-DifluoronitrobenzeneHCID 788282,3-DimethoxyphenolHCID 669990392-(2,3-Dimethoxyphenoxy)-4-fluoroaniline2×

Produkt 2

HCID 59732915N-[2-(2,3-dimethoxyphenoxy)-4-fluorophenyl]-N'-(thiazol-2-yl)ureaAusbeute 60 %HCID 669990432-(2,3-Dimethoxyphenoxy)-4-fluoro-1-nitrobenzeneAusbeute 60 %

Versuchsvorschrift

2-(2,3-Dimethoxyphenoxy)-4-fluoro-1-nitrobenzene (0.88 g, 60%) was prepared from 2,3-dimethoxyphenol (0.85 g, 5.5 mmol) and 2,4-difluoro-1-nitrobenzene (0.8 g, 5.0 mmol) following the general procedure F. This compound was reduced to 2-(2,3-dimethoxyphenoxy)-4-fluoroaniline (0.52 g, 66%) following the general procedure C. N-[2-(2,3-dimethoxyphenoxy)-4-fluorophenyl]-N′-(thiazol-2-yl)urea (116 mg, 60%) was prepared from 2-(2,3-dimethoxyphenoxy)-4-fluoroaniline (132 mg, 0.5 mmol) and 2-aminothiazole (60 mg, 0.6 mmol) following the general procedure D.

Quellen und Nachweise

ORD-Eintrag
ord-ecb5b6835c6a48bf864d68a744b40766
Quelldatensatz
uspto-grants-2008_06
Patentnummer
US07384967B2

Verknüpfte Notizen

Wird geladen…