Potassium Iodide → 4-Chloro-2-iodo-1-nitrobenzene

HRID 50142

Reaktionsgleichung

Reaktionsgleichung von HRID 50142
[N+:1]([C:4]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:5]=1N)([O-:3])=[O:2].N([O-])=O.[Na+].[I-:16].[K+]>Cl.O>[N+:1]([C:4]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:5]=1[I:16])([O-:3])=[O:2]

Komponenten

6

Edukt 3

HCID 4875Potassium IodideHCID 742185-Chloro-2-nitroanilineHCID 23668193Sodium Nitrite

Produkt 1

HCID 114261004-Chloro-2-iodo-1-nitrobenzene

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 962WaterLösungsmittel2×

Versuchsvorschrift

To a suspension of 2-nitro-5-chloroaniline (5.00 g) in conc. hydrochloric acid (30 ml) under cooling with ice, was added a solution of sodium nitrite (2.10 g) in water (10 ml) dropwise and the mixture was stirred for 30 minutes. Under cooling with ice, to this solution was added a solution of potassium iodide (5.30 g) in water (20 ml) dropwise and the mixture was stirred for 1 hour at room temperature. The solid that appeared was collected by filtration and was dissolved in ethyl acetate and was dried and concentrated to give a crude product of the title compound. It was purified by recrystallization from ethyl acetate-hexane to give the title compound having the following physical data (5.14 g, yellow powder).

Aufarbeitung

  1. temperatureunder cooling with ice
  2. temperatureUnder cooling with ice, to this solution
  3. stirringthe mixture was stirred for 1 hour at room temperature
  4. filtrationThe solid that appeared was collected by filtration
  5. dissolutionwas dissolved in ethyl acetate
  6. customwas dried
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-e7ff242b5f244e8b8bfce82155179acc
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06710205B2

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