Ammonia → 2,4-Difluoro-N-methyl-6-nitro-3-(4-trifluoromethyl-piperidin-1-yl)aniline

HRID 1258707Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1258707
[F:1][C:2]1[C:9](F)=[C:8]([F:11])[CH:7]=[C:6]([N+:12]([O-:14])=[O:13])[C:3]=1[NH:4][CH3:5].Cl.[F:16][C:17]([F:25])([F:24])[CH:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1.C([O-])([O-])=O.[K+].[K+].N>CN(C=O)C>[F:1][C:2]1[C:9]([N:21]2[CH2:22][CH2:23][CH:18]([C:17]([F:25])([F:24])[F:16])[CH2:19][CH2:20]2)=[C:8]([F:11])[CH:7]=[C:6]([N+:12]([O-:14])=[O:13])[C:3]=1[NH:4][CH3:5]

Komponenten

6

Edukt 4

HCID 222AmmoniaHCID 11430Potassium CarbonateHCID 162181604-(Trifluoromethyl)piperidine hydrochlorideHCID 866743382,3,4-Trifluoro-N-methyl-6-nitroaniline

Produkt 1

HCID 866743392,4-Difluoro-N-methyl-6-nitro-3-(4-trifluoromethyl-piperidin-1-yl)aniline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 2,3,4-trifluoro-N-methyl-6-nitroaniline (1.5 g, 7.3 mmol), 4-trifluoromethyl-piperidine hydrochloride (2.76 g, 14.6 mmol), K2CO3 (2.01 g, 14.6 mmol) and DMF (10 mL) was stirred at rt overnight under Ar atmosphere. The mixture was poured into aqueous ammonia and extracted with EtOAc. The organic layer was dried over Na2SO4, filtered and concentrated. Crystallization from EtOAc/PE gave the sub-title compound.

Aufarbeitung

  1. extractionextracted with EtOAc
  2. dry with materialThe organic layer was dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customCrystallization from EtOAc/PE

Quellen und Nachweise

ORD-Eintrag
ord-dd2f917b2a064093ab63da8a2b75c3e1
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08466186B2

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