2-Aminothiazole → 2-(2,3-Dimethoxyphenoxy)-5-fluoro-1-nitrobenzene

HRID 131822

Reaktionsgleichung

Reaktionsgleichung von HRID 131822
[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]=[CH:17][C:16]([F:19])=[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]=[CH:33][C:32]([F:35])=[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]=[CH:17][C:16]([F:19])=[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]=[CH:33][C:32]([F:35])=[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 677672,5-DifluoronitrobenzeneHCID 788282,3-DimethoxyphenolHCID 669988312-(2,3-Dimethoxyphenoxy)-5-fluoroaniline2×

Produkt 2

HCID 59733076N-[2-(2,3-Dimethoxyphenoxy)-5-fluorophenyl]-N'-(thiazol-2-yl)ureaAusbeute 65 %HCID 669990582-(2,3-Dimethoxyphenoxy)-5-fluoro-1-nitrobenzeneAusbeute 68 %

Versuchsvorschrift

2-(2,3-Dimethoxyphenoxy)-5-fluoro-1-nitrobenzene (1.0 g, 68%) was prepared from 2,3-dimethoxyphenol (0.85 g, 5.5 mmol) and 2,5-difluoro-1-nitrobenzene (0.80 g, 5.0 mmol) following the general procedure A. This was reduced to 2-(2,3-dimethoxyphenoxy)-5-fluoroaniline (0.67 g, 75%) following general procedure C. N-[2-(2,3-Dimethoxyphenoxy)-5-fluorophenyl]-N′-(thiazol-2-yl)urea (126 g, 65%) was prepared from 2-(2,3-dimethoxyphenoxy)-5-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-3a036b54790f49d2a1b634cd9fd7ccaa
Quelldatensatz
uspto-grants-2008_06
Patentnummer
US07384967B2

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