Reaktionsgleichung
ClC1C=CC(COC2C=CC(N)=CC=2)=CN=1.F[C:18]1[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][CH:19]=1.[Br:27][C:28]1[CH:29]=[CH:30][C:31]([CH2:34][OH:35])=[N:32][CH:33]=1>>[Br:27][C:28]1[CH:29]=[CH:30][C:31]([CH2:34][O:35][C:18]2[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][CH:19]=2)=[N:32][CH:33]=1Komponenten
Versuchsvorschrift
The substituted aniline compounds of formula (I) wherein W is oxygen can be prepared by the reaction of nitrophenol with a substituted pyridylalkyl halide to obtain the corresponding substituted nitrobenzene which is reduced to the desired substituted aniline of formula (I). For example, the reaction of 4-nitrophenol and 6-chloro-3-pyridylmethyl bromide gives 4-(2-chloro-5-pyridylmethyloxy)nitrobenzene which is then reduced to 4-(2-chloro-5-pyridylmethyloxy)aniline of formula I. Alternatively, the compounds of formula I can be prepared by the reaction of a halo-nitrobenzene with a substituted pyridylalkyl alcohol or substituted pyridylalkyl thiol followed by reduction of the nitro group. For example, the reaction of 4-fluoronitrobenzene and 5-bromo-2-pyridine methanol gives 4-(5-bromo-2-pyridylmethyloxy)nitrobenzene which is then reduced using, for example, iron powder to give 4-(5-bromo-2-pyridylmethyloxy)aniline.
Quellen und Nachweise
- ORD-Eintrag
- ord-2adc713f70d3492abeeea8a4f02c1423
- Quelldatensatz
- uspto-grants-1982_06
- Patentnummer
- US04332944
Verknüpfte Notizen
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