Iodine → 2-Iodo-4-methyl-6-nitroaniline

HRID 1802806

Reaktionsgleichung

Reaktionsgleichung von HRID 1802806
[CH3:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1.[I:12]I>C(O)C.[N+]([O-])([O-])=O.[Ag+]>[I:12][C:7]1[CH:8]=[C:2]([CH3:1])[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[C:5]=1[NH2:6]

Komponenten

5

Edukt 2

HCID 807IodineHCID 69784-Methyl-2-nitroaniline

Produkt 1

HCID 197351992-Iodo-4-methyl-6-nitroanilineAusbeute 79,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 24470Silver NitrateKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

4-Methyl-2-nitroaniline (20 g, 131.5 mmol) was dissolved in ethanol (300 ml), silver nitrate (27 g, 157.7 mmol) and iodine (40 g, 157.7 mmol) were added, and the mixture was stirred for 8 h at room temperature. After completion of the reaction, the reaction mixture was filtered through celite, washed with ethyl acetate (100 ml) and concentrated. Water was added, and the mixture was extracted with ethyl acetate, washed with saturated sodium chloride solution and dried over anhydrous magnesium sulfate to give 2-iodo-4-methyl-6-nitro-phenylamine (29 g, Yield 69%).

Aufarbeitung

  1. customAfter completion of the reaction
  2. filtrationthe reaction mixture was filtered through celite
  3. washwashed with ethyl acetate (100 ml)
  4. concentrationconcentrated
  5. additionWater was added
  6. extractionthe mixture was extracted with ethyl acetate
  7. washwashed with saturated sodium chloride solution
  8. dry with materialdried over anhydrous magnesium sulfate

Quellen und Nachweise

ORD-Eintrag
ord-0373e998c43a4518ae40c16048aa385b
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08349885B2

Verknüpfte Notizen

Wird geladen…