3,5-Diaminobenzoic acid → 3,5-Bis(methoxyacetylamino)benzoic acid

HRID 1165881Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1165881
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([NH2:11])[CH:10]=1)[C:5]([OH:7])=[O:6].[CH3:12][O:13][CH2:14][C:15](Cl)=[O:16]>N1C=CC=CC=1>[CH3:12][O:13][CH2:14][C:15]([NH:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([NH:11][C:15](=[O:16])[CH2:14][O:13][CH3:12])[CH:10]=1)[C:5]([OH:7])=[O:6])=[O:16]

Komponenten

4

Edukt 2

HCID 120623,5-Diaminobenzoic acidHCID 96623Methoxyacetyl chloride

Produkt 1

HCID 146992893,5-Bis(methoxyacetylamino)benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To a solution of 3,5-diaminobenzoic acid (6.1 g) in pyridine (80 ml) is added dropwise methoxyacetyl chloride (8.0 ml) at room temperature, and the mixture is stirred for 2 hours as it stands. From the reaction mixture, pyridine is distilled off under reduced pressure. To the residue is added 1N hydrochloric acid, and the resulting solid substance is separated by filtration and washed with water. The resulting crude crystals are recrystallized from ethanol to give the title compound (8.0 g) having the following physical properties.

Aufarbeitung

  1. distillationFrom the reaction mixture, pyridine is distilled off under reduced pressure
  2. additionTo the residue is added 1N hydrochloric acid
  3. customthe resulting solid substance is separated by filtration
  4. washwashed with water
  5. customThe resulting crude crystals are recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-c18d1b63afd146d5bc028e6dfcb1a481
Quelldatensatz
uspto-grants-1990_03
Patentnummer
US04912135

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