Sulfuric Acid → 2-(2-Nitro-4-trifluoromethylphenoxy)-4,5-dichlorobenzenesulfonic acid, ammonium salt

HRID 129873

Reaktionsgleichung

Reaktionsgleichung von HRID 129873
[S:1](=[O:5])(=O)([OH:3])[OH:2].[N+:6]([C:9]1[CH:23]=[C:22]([C:24]([F:27])([F:26])[F:25])[CH:21]=[CH:20][C:10]=1[O:11][C:12]1[CH:17]=[C:16]([Cl:18])[C:15]([Cl:19])=[CH:14][CH:13]=1)([O-:8])=[O:7]>C(Cl)Cl>[NH4+:6].[N+:6]([C:9]1[CH:23]=[C:22]([C:24]([F:27])([F:26])[F:25])[CH:21]=[CH:20][C:10]=1[O:11][C:12]1[CH:17]=[C:16]([Cl:18])[C:15]([Cl:19])=[CH:14][C:13]=1[S:1]([O-:3])(=[O:5])=[O:2])([O-:8])=[O:7]

Komponenten

4

Edukt 2

HCID 1118Sulfuric AcidHCID 13430092-(2-Nitro-4-trifluoromethylphenoxy)-4,5-dichlorobenzene

Produkt 1

HCID 154073272-(2-Nitro-4-trifluoromethylphenoxy)-4,5-dichlorobenzenesulfonic acid, ammonium salt

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Fuming sulfuric acid (8 mililiter (hereinafter mL) was cooled to -20° C. and 2-(2-nitro-4-trifluoromethyl-phenoxy)-4,5-dichlorobenzene (8 g, 22.8 mmol) in methylene chloride (8 mL) was added to the solution. The mixture was stirred for 15 min and then quenched in ice. Extraction with ethyl acetate followed by flash chromatography (silica gel, methylene chloride/isopropanol/ammonium hydroxide) gave the title compound. 1H NMR (400 MHz, CD3OD) δ8.31 (d, 1H), 8.11 (s, 1H), 7.87 (dd, 1H), 7.4 (s, 1H), 7.16 (d, 1H).

Aufarbeitung

  1. customquenched in ice
  2. extractionExtraction with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-6859ae352e57456b9de7da9afed7fde4
Quelldatensatz
uspto-grants-1995_11
Patentnummer
US05470882

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