5-(2-Chloro-4-(trifluoromethyl)phenoxy)-2-nitrobenzoyl chloride → 1-[5-(2-Chloro-4-trifluoromethylphenoxy)-2-nitrobenzamido]pyridinium chloride

HRID 746149

Reaktionsgleichung

Reaktionsgleichung von HRID 746149
[Cl-].[NH2:2][N+:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[Cl:9][C:10]1[CH:28]=[C:27]([C:29]([F:32])([F:31])[F:30])[CH:26]=[CH:25][C:11]=1[O:12][C:13]1[CH:14]=[CH:15][C:16]([N+:22]([O-:24])=[O:23])=[C:17]([CH:21]=1)[C:18](Cl)=[O:19]>C(#N)C>[Cl-:9].[Cl:9][C:10]1[CH:28]=[C:27]([C:29]([F:30])([F:32])[F:31])[CH:26]=[CH:25][C:11]=1[O:12][C:13]1[CH:14]=[CH:15][C:16]([N+:22]([O-:24])=[O:23])=[C:17]([CH:21]=1)[C:18]([NH:2][N+:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)=[O:19]

Komponenten

4

Edukt 2

HCID 30177655-(2-Chloro-4-(trifluoromethyl)phenoxy)-2-nitrobenzoyl chlorideHCID 12210597HCID 12210597, Verbindung

Produkt 1

HCID 202407781-[5-(2-Chloro-4-trifluoromethylphenoxy)-2-nitrobenzamido]pyridinium chlorideAusbeute 156,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

1-Aminopyridinium chloride (2.9 g) was added to 5-(2-chloro-4-trifluoromethylphenoxy)-2-nitrobenzoyl chloride (7.6 g) in acetonitrile (50 ml). The mixture was stirred and heated to reflux. After 20 minutes a solid precipitated. Reflux was continued for a further 40 minutes. Then the mixture was cooled in ice and the solid filtered off. The solid was washed with cold acetonitrile, then with ether, and was air dried to give 7.4 g of the desired product, mp 234°-237° C.

Aufarbeitung

  1. temperatureheated to reflux
  2. customAfter 20 minutes a solid precipitated
  3. temperatureReflux
  4. temperatureThen the mixture was cooled in ice
  5. filtrationthe solid filtered off
  6. washThe solid was washed with cold acetonitrile
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-4593eaa837e64527a44451757e68ee7b
Quelldatensatz
uspto-grants-1986_07
Patentnummer
US04602944

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