Water → 5-Chloro-2-hydroxy-3-nitrobenzoic acid

HRID 2271264

Reaktionsgleichung

Reaktionsgleichung von HRID 2271264
[OH:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[Cl:14]C1C=C(C(O)=O)C(O)=CC=1.O>C(O)(=O)C>[Cl:14][C:8]1[CH:7]=[C:3]([C:4]([OH:6])=[O:5])[C:2]([OH:1])=[C:10]([N+:11]([O-:13])=[O:12])[CH:9]=1

Komponenten

5

Edukt 3

HCID 962Water2×HCID 68073-Nitrosalicylic acid2×HCID 94475-Chlorosalicylic Acid

Produkt 1

HCID 4120785-Chloro-2-hydroxy-3-nitrobenzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel2×

Versuchsvorschrift

The following procedure demonstrates the preparation of compound 1 with X=5-Cl, with comparable procedures being useful for obtaining related compounds having different X substituents. A solution suspension of 10 g of 5-chlorosalicylic acid in 50 mL glacial acetic acid was cooled in an ice bath until the solvent began to freeze. The bath was exchanged to a room temperature water bath and 4.47 g of 90% fuming nitric acid (1:1 equivalent) in 3 mL glacial acetic acid was added dropwise. After addition was complete, the mixture was stirred for 150 minutes at room temperature (R.T.) in the water bath. It was then poured into 120 mL of ice and water and stirred in an ice bath for 30 minutes. The precipitated solid was collected by filtration and air-dried overnight.

Aufarbeitung

  1. customfor obtaining
  2. temperaturewas cooled in an ice bath until the solvent
  3. customwas exchanged to a room temperature
  4. additionAfter addition
  5. filtrationThe precipitated solid was collected by filtration
  6. customair-dried overnight

Quellen und Nachweise

ORD-Eintrag
ord-4899cfeda53543bbb55d7e657d429d7c
Quelldatensatz
uspto-grants-2001_12
Patentnummer
US06333432B1

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