Hydroxylamine → 2,3-Difluoro-6-(trifluoromethyl)benzamide

HRID 322215

Reaktionsgleichung

Reaktionsgleichung von HRID 322215
[NH2:1][OH:2].C1C=NC2C3N=CC=CC=3C=CC=2C=1.[F:17][C:18]1[C:25]([F:26])=[CH:24][CH:23]=[C:22]([C:27]([F:30])([F:29])[F:28])[C:19]=1[C:20]#[N:21]>CO.O>[F:17][C:18]1[C:25]([F:26])=[CH:24][CH:23]=[C:22]([C:27]([F:30])([F:28])[F:29])[C:19]=1[C:20](=[N:1][OH:2])[NH2:21].[F:17][C:18]1[C:25]([F:26])=[CH:24][CH:23]=[C:22]([C:27]([F:30])([F:28])[F:29])[C:19]=1[C:20]([NH2:21])=[O:2]

Komponenten

6

Edukt 3

HCID 787HydroxylamineHCID 13181,10-PhenanthrolineHCID 101044562,3-Difluoro-6-(trifluoromethyl)benzonitrile

Produkt 2

HCID 220101192,3-Difluoro-6-(trifluoromethyl)benzamideHCID 544182132,3-Difluoro-N-hydroxy-6-(trifluoromethyl)benzimidamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 22242641Methanol--water (1/1)Lösungsmittel

Versuchsvorschrift

Into an SUS reaction vessel was placed a mixed solvent of 1.5 L of methanol-water (volume ratio 1:2, tap water was used as water) into which 99.09 g (1.50 mol) of 50% hydroxylamine aqueous solution and 198 mg (1.00 mmol) of o-phenanthroline were dissolved beforehand. Into the mixed solvent was added 103.56 g (500 mmol) of 2,3-difluoro-6-trifluoromethylbenzonitrile (I″). The reaction temprature stood at 60° C. for 7 hours and was returned to room temperature. In HPLC analysis of the reaction solution, it was shown that (I″) disappeared, 2,3-difluoro-6-trifluoromethylbenzamidoxime (II′) was mainly produced (yield 78.9%) and 2,3-difluoro6-trifluoromethylbenzamide (III′) was produced as a byproduct (yield 9.0%).

Aufarbeitung

  1. customInto an SUS reaction vessel was placed
  2. customwas returned to room temperature

Quellen und Nachweise

ORD-Eintrag
ord-b1d9c881048140e0a746460025686ef2
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06211232B1

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