Potassium Nitrate → 5-nitro-1H-indazole-3-carboxylic Acid

HRID 1038002

Reaktionsgleichung

Reaktionsgleichung von HRID 1038002
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]([OH:12])=[O:11])=[N:2]1.[N+:13]([O-])([O-:15])=[O:14].[K+]>S(=O)(=O)(O)O>[N+:13]([C:6]1[CH:5]=[C:4]2[C:9](=[CH:8][CH:7]=1)[NH:1][N:2]=[C:3]2[C:10]([OH:12])=[O:11])([O-:15])=[O:14]

Komponenten

4

Edukt 2

HCID 24434Potassium NitrateHCID 78250Indazole-3-carboxylic acid

Produkt 1

HCID 71446525-nitro-1H-indazole-3-carboxylic AcidAusbeute 77,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Versuchsvorschrift

To a suspension of indazole-3-carboxylic acid (3.0 g, 18 mmol) in 18 mL of concentrated sulfuric acid at 0 C was added potassium nitrate (2.0 g, 18 mmol). The reaction was stirred overnight at room temperature, poured into 150 mL of ice and extracted three times with ethyl acetate (90 mL total). The combined organic layer was washed with brine, dried and concentrated to give (54) (2.9 g) as the major product.

Aufarbeitung

  1. extractionextracted three times with ethyl acetate (90 mL total)
  2. washThe combined organic layer was washed with brine
  3. customdried
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-32e0917c4fb546c0a17cd670bb5ee70d
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08546404B2

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