Trifluoroacetic anhydride → 4-chloro-2-fluoro-5-methyl-6-nitro-N-phenoxycarbonylaniline

HRID 1271753

Reaktionsgleichung

Reaktionsgleichung von HRID 1271753
[Cl:1][C:2]1[C:17]([CH3:18])=[CH:16][C:5]([NH:6][C:7]([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[O:8])=[C:4]([F:19])[CH:3]=1.FC(F)(F)C(OC(=O)C(F)(F)F)=O.[N+:33]([O-])([O-:35])=[O:34].[NH4+].C(=O)(O)[O-].[Na+]>C(Cl)(Cl)Cl.O>[Cl:1][C:2]1[C:17]([CH3:18])=[C:16]([N+:33]([O-:35])=[O:34])[C:5]([NH:6][C:7]([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[O:8])=[C:4]([F:19])[CH:3]=1

Komponenten

7

Edukt 4

HCID 9845Trifluoroacetic anhydrideHCID 22985Ammonium nitrate2×HCID 516892Sodium BicarbonateHCID 186156474-chloro-2-fluoro-5-methyl-N-phenoxycarbonylaniline

Produkt 1

HCID 186156464-chloro-2-fluoro-5-methyl-6-nitro-N-phenoxycarbonylanilineAusbeute 103,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6212ChloroformLösungsmittel2×

Versuchsvorschrift

4-Chloro-2-fluoro-5-methyl-N-phenoxycarbonylaniline (7.1 g, 25.4 mmol) was dissolved in chloroform (68 ml) and trifluoroaceticanhydride (13.5 ml) and ammonium nitrate (2.4 g, 30.5 mmol) were slowly added with stirring at ambient temperature. The stirring was continued for 18 hr when a second batch of ammonium nitrate (0.4 g, 5 mmol) was added and stirring continued for 8 hr. Water was added and solution was neutralized by slow addition of sodium bicarbonate solution followed by extration with chloroform. Oganic layer was dried and evaporated under reduced pressure to afford an oily product (8.5 g) which was used for the next step without purification.

Aufarbeitung

  1. stirringstirring
  2. waitcontinued for 8 hr
  3. customOganic layer was dried
  4. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-7f98b4c60eb14eb697a7a31a58b278a0
Quelldatensatz
uspto-grants-2007_04
Patentnummer
USRE039590E1

Verknüpfte Notizen

Wird geladen…