Hydroxyamine hydrochloride → 6-Methyl-4-(2,2,2-trifluoro-1-methylethoxy)pyridine-2-carboxamide

HRID 1880742Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1880742
C(=O)(O)[O-:2].[Na+].Cl.NO.[CH3:9][C:10]1[N:15]=[C:14]([C:16]#[N:17])[CH:13]=[C:12]([O:18][CH:19]([CH3:24])[C:20]([F:23])([F:22])[F:21])[CH:11]=1>C(O)C>[CH3:9][C:10]1[N:15]=[C:14]([C:16]([NH2:17])=[O:2])[CH:13]=[C:12]([O:18][CH:19]([CH3:24])[C:20]([F:23])([F:21])[F:22])[CH:11]=1

Komponenten

5

Edukt 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 595703936-Methyl-4-(2,2,2-trifluoro-1-methylethoxy)pyridine-2-carbonitrile

Produkt 1

HCID 866473346-Methyl-4-(2,2,2-trifluoro-1-methylethoxy)pyridine-2-carboxamideAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To 6 ml of ethanol were added 0.53 g of sodium bicarbonate and 0.44 g of hydroxylamine hydrochloride, and the mixture was heated to reflux for 1 hour. After allowing to cool, 0.72 g of 6-methyl-4-(2,2,2-trifluoro-1-methylethoxy)pyridine-2-carbonitrile was added at room temperature, and the mixture was stirred for 8 hours, and concentrated. To the residue was added water, the resultant solution was extracted with ethyl acetate three times, and the organic layers were combined, washed with an aqueous saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated. The residue was washed with hexane three times to obtain 0.73 g of 6-methyl-4-(2,2,2-trifluoro-1-methylethoxy)pyridine-2-carboxamide=oxime.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 1 hour
  3. temperatureto cool
  4. concentrationconcentrated
  5. additionTo the residue was added water
  6. extractionthe resultant solution was extracted with ethyl acetate three times
  7. washwashed with an aqueous saturated sodium chloride solution
  8. dry with materialdried with anhydrous magnesium sulfate
  9. concentrationconcentrated
  10. washThe residue was washed with hexane three times

Quellen und Nachweise

ORD-Eintrag
ord-c33d3fa9b2b64965b7910d48670edbc5
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08318776B2

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