Water → 2,6-Dimethyl-4-[3-(methylamino)-4-nitrophenoxy]aniline

HRID 1160835

Reaktionsgleichung

Reaktionsgleichung von HRID 1160835
Cl[C:2]1[CH:3]=[CH:4][C:5]([N+:10]([O-:12])=[O:11])=[C:6]([NH:8][CH3:9])[CH:7]=1.[NH2:13][C:14]1[C:19]([CH3:20])=[CH:18][C:17]([OH:21])=[CH:16][C:15]=1[CH3:22].CC(C)([O-])C.[K+].O>CN(C)C(=O)C>[NH2:13][C:14]1[C:19]([CH3:20])=[CH:18][C:17]([O:21][C:2]2[CH:3]=[CH:4][C:5]([N+:10]([O-:12])=[O:11])=[C:6]([NH:8][CH3:9])[CH:7]=2)=[CH:16][C:15]=1[CH3:22]

Komponenten

6

Edukt 4

HCID 962WaterHCID 765434-Amino-3,5-dimethylphenolHCID 2580415-chloro-N-methyl-2-nitroanilineHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 667016652,6-Dimethyl-4-[3-(methylamino)-4-nitrophenoxy]anilineAusbeute 80,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 31374DimethylacetamideLösungsmittel

Versuchsvorschrift

To a solution of N-(5-chloro-2-nitrophenyl)-N-methylamine (4.0 g) in N,N-dimethylacetamide (56 ml) were added 4-amino-3,5-dimethylphenol (2.9 g) and potassium t-butoxide (2.9 g) with stirring under ice-cooling, and the resulting mixture was stirred at 75-80° C. for 1 hour. After stirring, water (74 ml) was added to the reaction mixture, and the resulting mixture was cooled gradually to room temperature. The crystals precipitated were collected by filtration and dried in vacuo to afford the title compound (4.9 g, yield: 80%) as a yellow crystalline solid.

Aufarbeitung

  1. temperaturecooling
  2. stirringthe resulting mixture was stirred at 75-80° C. for 1 hour
  3. stirringAfter stirring
  4. customThe crystals precipitated
  5. filtrationwere collected by filtration
  6. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-da70b34ff0ce4a6d8325fae3255f7cc5
Quelldatensatz
uspto-grants-2010_10
Patentnummer
US07816552B2

Verknüpfte Notizen

Wird geladen…