Hydrochloric Acid → 4-(Acetylamino)-3-Aminobenzoic Acid Hydrochloride

HRID 1602802Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1602802
[C:1]([NH:4][C:5]1[C:13]([N+:14]([O-])=O)=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[CH:7][C:6]=1O)(=[O:3])[CH3:2].O.NN.[ClH:21]>C(O)C.[Pd]>[ClH:21].[C:1]([NH:4][C:5]1[CH:6]=[CH:7][C:8]([C:9]([OH:11])=[O:10])=[CH:12][C:13]=1[NH2:14])(=[O:3])[CH3:2]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 24654Hydrazine hydrate (1:1)HCID 33646654-(Acetylamino)-3-hydroxy-5-nitrobenzoic acid

Produkt 1

HCID 675678084-(Acetylamino)-3-Aminobenzoic Acid HydrochlorideAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

To a stirred mixture of 107 (1.00 g, 4.46 mmol) and 10% Pd-C (1.0 g) in ethanol (10 mL) and 5% HCl (1.2 mL) was added dropwise hydrazine hydrate (55% hydrazine, 1.0 mL, 17 mmol). The mixture was stirred at room temperature for 1 hour, the catalyst was filtered, and the filtrate was concentrated under reduced pressure. Compound 108 (0.875 g, 100%) was obtained as a white solid residue: mp 220-223° C. (methanol/hexane). A literature reference (Ellis and Jones, 1974) did not report the mp.

Aufarbeitung

  1. filtrationthe catalyst was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-b91c28eaec804807949737e7c23abcb4
Quelldatensatz
uspto-grants-1999_11
Patentnummer
US05985859

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