2-Aminothiazole → 2-(4-Isopropylphenoxy)-1-nitrobenzene

HRID 131793

Reaktionsgleichung

Reaktionsgleichung von HRID 131793
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1)([CH3:3])[CH3:2].F[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[N+:18]([O-:20])=[O:19].[CH:21]([C:24]1[CH:37]=[CH:36][C:27]([O:28][C:29]2[CH:35]=[CH:34][CH:33]=[CH:32][C:30]=2[NH2:31])=[CH:26][CH:25]=1)([CH3:23])[CH3:22].[NH2:38][C:39]1[S:40][CH:41]=[CH:42][N:43]=1>>[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[N+:18]([O-:20])=[O:19])=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[CH:21]([C:24]1[CH:37]=[CH:36][C:27]([O:28][C:29]2[CH:35]=[CH:34][CH:33]=[CH:32][C:30]=2[NH:31][C:7]([NH:38][C:39]2[S:40][CH:41]=[CH:42][N:43]=2)=[O:10])=[CH:26][CH:25]=1)([CH3:23])[CH3:22]

Komponenten

6

Edukt 4

HCID 21552-AminothiazoleHCID 74654-IsopropylphenolHCID 738951-Fluoro-2-nitrobenzeneHCID 261891262-(4-Isopropylphenoxy)aniline2×

Produkt 2

HCID 59732791N-[2-(4-Isopropylphenoxy)phenyl]-N'-(thiazol-2-yl)ureaAusbeute 70 %HCID 669989702-(4-Isopropylphenoxy)-1-nitrobenzeneAusbeute 75 %

Versuchsvorschrift

2-(4-Isopropylphenoxy)-1-nitrobenzene (0.95 g, 75%) was prepared from 4-isopropylphenol (0.68 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-(4-isopropylphenoxy)aniline (0.34 g, 60%, 2.5 mmol scale) following general procedure B. N-[2-(4-Isopropylphenoxy)phenyl]-N′-(thiazol-2-yl)urea (247 mg, 70%) was prepared from 2-(4-isopropylphenoxy)aniline (227 mg, 1.0 mmol) and 2-aminothiazole (100 mg, 1.0 mmol) following the general procedure D.

Quellen und Nachweise

ORD-Eintrag
ord-1266839af7aa426e875d08c1f783666d
Quelldatensatz
uspto-grants-2008_06
Patentnummer
US07384967B2

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