2-Aminothiazole → 2-(2,3-Dimethoxyphenoxy)-6-fluoro-nitrobenzene

HRID 131830

Reaktionsgleichung

Reaktionsgleichung von HRID 131830
[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][CH:16]=[C:15]([F:19])[C:14]=1[N+:20]([O-:22])=[O:21].COC1C(OC)=CC=CC=1OC1C=CC=C(F)C=1N.NC1SC=CN=1>COC1C(OC)=CC=CC=1OC1C=CC=C(F)C=1NC(NC1SC=CN=1)=O>[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][CH:16]=[C:15]([F:19])[C:14]=1[N+:20]([O-:22])=[O:21]

Komponenten

6

Edukt 4

HCID 21552-AminothiazoleHCID 788282,3-DimethoxyphenolHCID 879221,3-Difluoro-2-nitrobenzeneHCID 669989052-(2,3-Dimethoxyphenoxy)-6-fluoroaniline2×

Produkt 1

HCID 669990092-(2,3-Dimethoxyphenoxy)-6-fluoro-nitrobenzeneAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 59732837N-[2-(2,3-Dimethoxyphenoxy)-6-fluorophenyl]-N'-(thiazol-2-yl)ureaKatalysator

Versuchsvorschrift

2-(2,3-Dimethoxyphenoxy)-6-fluoro-nitrobenzene (1.05 g, 72%) was prepared from 2,3-dimethoxyphenol (0.85 g, 5.5 mmol) and 2,6-difluoronitrobenzene (0.80 g, 5.0 mmol) following the general procedure A. This compound was reduced to 2-(2,3-dimethoxyphenoxy)-6-fluoroaniline (0.66 g, 70%) following the general procedure C N-[2-(2,3-Dimethoxyphenoxy)-6-fluorophenyl]-N′-(thiazol-2-yl)urea (136 mg, 70%) was prepared from 2-(2,3-dimethoxyphenoxy)-6-fluoroaniline (131 mg, 0.5 mmol) and 2-aminothiazole (60 mg, 0.6 mmol) following the general procedure D.

Quellen und Nachweise

ORD-Eintrag
ord-21364b269b4e450695694f938da64ade
Quelldatensatz
uspto-grants-2008_06
Patentnummer
US07384967B2

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