1-Propanol → 3-Propoxy-4-nitrotoluene

HRID 559995

Reaktionsgleichung

Reaktionsgleichung von HRID 559995
F[C:2]1[CH:3]=[C:4]([CH3:11])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].[CH3:12][C:13]1[CH:19]=[CH:18][C:16]([NH2:17])=[C:15]([O:20][CH2:21][CH2:22][CH3:23])[CH:14]=1.[NH2:24][C:25]1[S:26][CH:27]=[CH:28][N:29]=1.[CH2:30]([OH:33])CC>>[CH2:15]([O:20][C:2]1[CH:3]=[C:4]([CH3:11])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9])[CH2:14][CH3:13].[CH3:12][C:13]1[CH:19]=[CH:18][C:16]([NH:17][C:30]([NH:24][C:25]2[S:26][CH:27]=[CH:28][N:29]=2)=[O:33])=[C:15]([O:20][CH2:21][CH2:22][CH3:23])[CH:14]=1

Komponenten

6

Edukt 4

HCID 10311-PropanolHCID 21552-AminothiazoleHCID 67966Benzene, 2-fluoro-4-methyl-1-nitro-HCID 246986534-Methyl-2-propoxyaniline2×

Produkt 2

HCID 473638961-(4-Methyl-2-propoxy-phenyl)-3-thiazol-2-yl-ureaAusbeute 75 %HCID 582555243-Propoxy-4-nitrotolueneAusbeute 80 %

Versuchsvorschrift

3-Propoxy-4-nitrotoluene (0.79 g, 80%) was prepared from 1-propanol and 3-fluoro-4-nitrotoluene (0.77 g, 5.0 mmol) following the general procedure G. This was reduced to 4-methyl-2-propoxyaniline (0.54 g, 82%) following general procedure C. 1-(4-Methyl-2-propoxy-phenyl)-3-thiazol-2-yl-urea (220 mg, 75%) was prepared from 4-methyl-2-propoxyaniline (165 mg, 1.0 mmol) and 2-aminothiazole (100 mg, 1.0 mmol) following the general procedure D.

Quellen und Nachweise

ORD-Eintrag
ord-1c8c59bb8d754fe49644ef1e6c576a86
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08063081B2

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