2-Aminothiazole → 2-Fluoro-5-(2-methylpropoxy)-4-nitrotoluene

HRID 2276258Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2276258
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[C:5](F)=[CH:4][C:3]=1[CH3:12].[F:13][C:14]1[C:15]([CH3:26])=[CH:16][C:17]([O:21][CH2:22][CH:23]([CH3:25])[CH3:24])=[C:18]([CH:20]=1)[NH2:19].[NH2:27][C:28]1[S:29][CH:30]=[CH:31][N:32]=1.CC(C)[CH2:35][OH:36]>>[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[C:5]([O:21][CH2:22][CH:23]([CH3:25])[CH3:24])=[CH:4][C:3]=1[CH3:12].[F:13][C:14]1[C:15]([CH3:26])=[CH:16][C:17]([O:21][CH2:22][CH:23]([CH3:24])[CH3:25])=[C:18]([NH:19][C:35]([NH:27][C:28]2[S:29][CH:30]=[CH:31][N:32]=2)=[O:36])[CH:20]=1

Komponenten

6

Edukt 4

HCID 21552-AminothiazoleHCID 6560IsobutanolHCID 2306581,4-Difluoro-2-methyl-5-nitrobenzeneHCID 450916065-Fluoro-4-methyl-2-(2-methylpropoxy)aniline2×

Produkt 2

HCID 597327361-(5-Fluoro-2-isobutoxy-4-methyl-phenyl)-3-thiazol-2-yl-ureaAusbeute 64 %HCID 669991632-Fluoro-5-(2-methylpropoxy)-4-nitrotolueneAusbeute 65 %

Versuchsvorschrift

2-Fluoro-5-(2-methylpropoxy)-4-nitrotoluene (0.73 g, 65%) was prepared from 2-methylpropanol (0.46 ml, 5.0 and 2,5-difluoro-4-nitrotoluene (0.86 g, 5.0 mmol) following the general procedure G. This was reduced to 5-fluoro-4-methyl-2-(2-methylpropoxy)-aniline (0.45 g, 70%) following general procedure C. 1-(5-Fluoro-2-isobutoxy-4-methyl-phenyl)-3-thiazol-2-yl-urea (205 mg, 64%) was prepared from 5-fluoro-4-methyl-2-(2-methylpropoxy)-aniline (197 mg, 1.0 mmol) and 2-aminothiazole (100 mg, 1.0 mmol) following the general procedure D.

Quellen und Nachweise

ORD-Eintrag
ord-469c90b33fbe4f4c95cc09d10247639b
Quelldatensatz
uspto-grants-2015_09
Patentnummer
USRE045670E1

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