Methanol → N-Isopropyl 4-bromo-2-nitroaniline

HRID 1879450Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1879450
[Br:1][C:2]1[CH:7]=[CH:6][C:5](F)=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1.[CH:12]([NH2:15])([CH3:14])[CH3:13].CO>ClCCl.O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:15][CH:12]([CH3:14])[CH3:13])=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1

Komponenten

6

Edukt 3

HCID 887MethanolHCID 6363IsopropylamineHCID 27363284-Bromo-1-fluoro-2-nitrobenzene

Produkt 1

HCID 2759489N-Isopropyl 4-bromo-2-nitroaniline

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a stirred, cold (0° C.) solution of 4-bromo-1-fluoro-2-nitrobenzene (7 g, 32 mmol) in dichloromethane (100 mL) was added isopropylamine (5 mL, 64 mmol). The mixture was allowed to stir at 0° C. for 3 h and room temperature overnight. It was diluted with water and extracted with CH2Cl2. The organic layer was washed with water and brine, dried (MgSO4), and filtered. The filtrate was concentrated in vacuo to give a crude red solid. Trituration with MeOH afforded the title compound as an orange-red solid. MS (ESI, pos. ion) m/z: 260.7 (M+1).

Aufarbeitung

  1. extractionextracted with CH2Cl2
  2. washThe organic layer was washed with water and brine
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated in vacuo
  6. customto give a crude red solid

Quellen und Nachweise

ORD-Eintrag
ord-99b9fbcff799424897ed548cf25fca3c
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08314131B2

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