Chloral → N-(2,2-dichlorovinyl)-4-methoxy-6-{3-(trifluoromethyl)phenoxy}-2-pyridine carboxamide

HRID 1250497Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1250497
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:11]=2)[N:6]=[C:5]([C:20]([NH2:22])=[O:21])[CH:4]=1.O=[CH:24][C:25](Cl)([Cl:27])[Cl:26]>C1C=CC=CC=1>[Cl:26][C:25]([Cl:27])=[CH:24][NH:22][C:20]([C:5]1[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=[C:7]([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:18])([F:19])[F:17])[CH:11]=2)[N:6]=1)=[O:21]

Komponenten

4

Edukt 2

HCID 6407ChloralHCID 183262294-Methoxy-6-{3-(trifluoromethyl)phenoxy}-2-pyridine carboxamide

Produkt 1

HCID 18326227N-(2,2-dichlorovinyl)-4-methoxy-6-{3-(trifluoromethyl)phenoxy}-2-pyridine carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

1.0 g (0.0032 mol) of 4-methoxy-6-{3-(trifluoromethyl)phenoxy}-2-pyridine carboxamide was dissolved in benzene and mixed with 0.93 g (0.0032×2.0 mol) of chloral, followed by treating the obtained solution under reflux for about 5 hours. The reaction solution was concentrated and then distributed in ethyl acetate-saturated sodium bicarbonate water, followed by washing with saturated brine. The organic phase of the obtained solution was dried with anhydrous sodium sulfate, concentrated and purified by silica gel column chromatography (eluting solution: ethyl acetate/hexane), thereby obtaining an aimed product.

Aufarbeitung

  1. additionby treating the obtained solution
  2. temperatureunder reflux for about 5 hours
  3. concentrationThe reaction solution was concentrated
  4. washby washing with saturated brine
  5. dry with materialThe organic phase of the obtained solution was dried with anhydrous sodium sulfate
  6. concentrationconcentrated
  7. custompurified by silica gel column chromatography (eluting solution: ethyl acetate/hexane)

Quellen und Nachweise

ORD-Eintrag
ord-106fe3b6c2ee48c5ba2413c50f36cb6b
Quelldatensatz
uspto-grants-2002_01
Patentnummer
US06339045B1

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