2-Aminothiazole → 4-(2-Methylpropoxy)-3-nitrobenzaldehyde

HRID 599094

Reaktionsgleichung

Reaktionsgleichung von HRID 599094
[CH3:1][CH:2]([CH3:5])[CH2:3][OH:4].F[C:7]1[CH:14]=[CH:13][C:10]([CH:11]=[O:12])=[CH:9][C:8]=1[N+:15]([O-:17])=[O:16].[CH:18]([C:20]1[CH:21]=[CH:22][C:23]([O:27][CH2:28][CH:29]([CH3:31])[CH3:30])=[C:24]([CH:26]=1)[NH2:25])=[O:19].[NH2:32][C:33]1[S:34][CH:35]=[CH:36][N:37]=1>>[CH3:1][CH:2]([CH3:5])[CH2:3][O:4][C:7]1[CH:14]=[CH:13][C:10]([CH:11]=[O:12])=[CH:9][C:8]=1[N+:15]([O-:17])=[O:16].[CH:18]([C:20]1[CH:21]=[CH:22][C:23]([O:27][CH2:28][CH:29]([CH3:31])[CH3:30])=[C:24]([NH:25][C:3]([NH:32][C:33]2[S:34][CH:35]=[CH:36][N:37]=2)=[O:4])[CH:26]=1)=[O:19]

Komponenten

6

Edukt 4

HCID 21552-AminothiazoleHCID 6560IsobutanolHCID 5981294-Fluoro-3-nitrobenzaldehydeHCID 820570885-Formyl-2-(2-methylpropoxy)aniline2×

Produkt 2

HCID 288294814-(2-Methylpropoxy)-3-nitrobenzaldehydeAusbeute 75 %HCID 597327851-(5-Formyl-2-isobutoxy-phenyl)-3-thiazol-2-yl-ureaAusbeute 65 %

Versuchsvorschrift

4-(2-Methylpropoxy)-3-nitrobenzaldehyde (0.83 g, 75%) was prepared from 2-methyl-propanol (0.46 ml, 5.0 mmol) and 4-fluoro-3-nitrobenzaldehyde (0.77 g, 5.0 mmol) following the general procedure G. This was reduced to 5-formyl-2-(2-methylpropoxy)-aniline (0.49 g, 68%) following general procedure B. 1-(5-Formyl-2-isobutoxy-phenyl)-3-thiazol-2-yl-urea (208 mg, 65%) was prepared from 5-formyl-2-(2-methylpropoxy)aniline (193 mg, 1.0 mmol) and 2-aminothiazole (100 mg, 1.0 mmol) following the general procedure D.

Quellen und Nachweise

ORD-Eintrag
ord-e6a646d7ceaf4ef6bf64da9efa8dac4e
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07897628B2

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