Water → 2,3-Diaminobenzoic acid

HRID 380516

Reaktionsgleichung

Reaktionsgleichung von HRID 380516
[N+:1]([C:4]1[C:12]([N+:13]([O-])=O)=[CH:11][CH:10]=[CH:9][C:5]=1[C:6]([OH:8])=[O:7])([O-])=O.Cl[Sn]Cl.O>C(O)(=O)C.Cl>[NH2:1][C:4]1[C:12]([NH2:13])=[CH:11][CH:10]=[CH:9][C:5]=1[C:6]([OH:8])=[O:7]

Komponenten

6

Edukt 3

HCID 962WaterHCID 24479Stannous ChlorideHCID 2833272,3-Dinitrobenzoic acid

Produkt 1

HCID 1980692,3-Diaminobenzoic acidAusbeute 97,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

To a suspension of 2 g (9.4 mmol) of 2,3-di-nitrobenzoic acid in 20 mL of acetic acid at 0° C. was added a solution of 14.8 g (65 mmol) SnCl2. 2 H2O in 7 mL of concentrated HCl. After stirring for 2 h at rt, the reaction mixture was concentrated. The residue was dissolved in 30 mL of H2O and the pH was adjusted to pH=12-13 with 6N NaOH. The mixture was filtered and the solid was washed with 0.1N HCl. The combined aqueous fractions were concentrated to give 1.4 g of the title compound.

Aufarbeitung

  1. concentrationthe reaction mixture was concentrated
  2. dissolutionThe residue was dissolved in 30 mL of H2O
  3. filtrationThe mixture was filtered
  4. washthe solid was washed with 0.1N HCl
  5. concentrationThe combined aqueous fractions were concentrated

Quellen und Nachweise

ORD-Eintrag
ord-894b9a44de43464aad84271e1e113347
Quelldatensatz
uspto-grants-2001_10
Patentnummer
US06303593B1

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