2-Aminothiazole → 2-(2,3,4-Trichlorophenoxy)-1-nitrobenzene

HRID 559862

Reaktionsgleichung

Reaktionsgleichung von HRID 559862
[Cl:1][C:2]1[C:7]([Cl:8])=[C:6]([Cl:9])[CH:5]=[CH:4][C:3]=1[OH:10].F[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[N+:18]([O-:20])=[O:19].[Cl:21][C:22]1[C:35]([Cl:36])=[C:34]([Cl:37])[CH:33]=[CH:32][C:23]=1[O:24][C:25]1[CH:31]=[CH:30][CH:29]=[CH:28][C:26]=1[NH2:27].[NH2:38][C:39]1[S:40][CH:41]=[CH:42][N:43]=1>>[Cl:1][C:2]1[C:7]([Cl:8])=[C:6]([Cl:9])[CH:5]=[CH:4][C:3]=1[O:10][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[N+:18]([O-:20])=[O:19].[Cl:21][C:22]1[C:35]([Cl:36])=[C:34]([Cl:37])[CH:33]=[CH:32][C:23]=1[O:24][C:25]1[CH:31]=[CH:30][CH:29]=[CH:28][C:26]=1[NH:27][C:3]([NH:38][C:39]1[S:40][CH:41]=[CH:42][N:43]=1)=[O:10]

Komponenten

6

Edukt 4

HCID 21552-AminothiazoleHCID 275822,3,4-TrichlorophenolHCID 738951-Fluoro-2-nitrobenzeneHCID 669988152-(2,3,4-Trichlorophenoxy)aniline2×

Produkt 2

HCID 59732929N-[2-(2,3,4-Trichlorophenoxy)phenyl]-N'-(thiazol-2-yl)ureaAusbeute 55 %HCID 669991142-(2,3,4-Trichlorophenoxy)-1-nitrobenzeneAusbeute 65 %

Versuchsvorschrift

2-(2,3,4-Trichlorophenoxy)-1-nitrobenzene (1.04 g, 65%) was prepared from 2,3,4-trichlorophenol (0.98 g, 5.0 mmol) and 1-fluoro-2-nitrobenzene (0.71 g, 5.0 mmol) following the general procedure A. This was reduced to 2-(2,3,4-trichlorophenoxy)aniline (0.42 g, 60%, 2.5 mmol scale) following general procedure B. N-[2-(2,3,4-Trichlorophenoxy)phenyl]-N′-(thiazol-2-yl)urea (343 mg, 55%) was prepared from 2-(2,3,4-trichlorophenoxy)aniline (420 mg, 1.5 mmol) and 2-aminothiazole (150 mg, 1.5 mmol) following the general procedure D.

Quellen und Nachweise

ORD-Eintrag
ord-a603864cca33444e84d23c239d86a094
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08063081B2

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