Hydrochloric Acid → 4-Nitro-1,2-dihydro-3H-indazol-3-one

HRID 2112076Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2112076
[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-:13])=[O:12])[C:3]=1[C:4](O)=[O:5].Cl.[N:15]([O-])=O.[Na+].S(=O)=O>O>[N+:11]([C:7]1[CH:8]=[CH:9][CH:10]=[C:2]2[C:3]=1[C:4](=[O:5])[NH:15][NH:1]2)([O-:13])=[O:12]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 1119Sulfur Dioxide2×HCID 957952-Amino-6-nitro-benzoic acidHCID 23668193Sodium Nitrite

Produkt 1

HCID 247281924-Nitro-1,2-dihydro-3H-indazol-3-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

5 g (27.5 mmol) 2-amino-6-nitro-benzoic acid are combined with 22.2 ml (225.3 mmol) concentrated HCl and 45 ml (30.0 mmol) 5% aqueous sodium nitrite solution and stirred for 1 h at ambient temperature. Then the suspension is diluted with 150 ml dist. H2O and added dropwise to 350 ml destilliertes water which has been saturated with sulphur dioxide. Sulphur dioxide is piped through the reaction mixture for a further 30 min. Then the reaction mixture is refluxed for 30 min and then left to cool slowly to 20° C. The resulting precipitate is filtered off.

Aufarbeitung

  1. additionThen the suspension is diluted with 150 ml dist
  2. temperatureThen the reaction mixture is refluxed for 30 min
  3. waitleft
  4. temperatureto cool slowly to 20° C
  5. filtrationThe resulting precipitate is filtered off

Quellen und Nachweise

ORD-Eintrag
ord-d327fcefa8d440e79300a236590609fb
Quelldatensatz
uspto-grants-2009_04
Patentnummer
US07521457B2

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