Hydrochloric Acid → 4-Acetamidonaphthalene-1-sulfonic acid

HRID 1789407

Reaktionsgleichung

Reaktionsgleichung von HRID 1789407
[C:1]([NH:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([S:15]([OH:18])(=[O:17])=[O:16])=[CH:7][CH:6]=1)(=[O:3])[CH3:2].N1C=CC=CC=1.Cl>O>[C:1]([NH:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([S:15]([OH:18])(=[O:16])=[O:17])=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 13306497pyridine N-acetyl-1-aminonaphthalene-4-sulphonate

Produkt 1

HCID 4169954-Acetamidonaphthalene-1-sulfonic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

15 g (0.04 mole) of pyridine N-acetyl-1-aminonaphthalene-4-sulphonate is dissolved in the minimum amount of water in an Erlenmeyer flask. This solution is conveniently cooled and is acidified with concentrated hydrochloric acid, following which the precipitate formed is collected in a filter to give N-acetyl-1-amino-4-naphthalenesulphonic acid, which is then filtered, washed and dried, and suspended in water. An aqueous solution of the stoichiometric amount of tranexamic acid (AMCHA) is then added, and the mixture is stirred for 15 minutes at ambient temperature and evaporated to dryness. The residue obtained is recrystallized in absolute alcohol, 14.1 g (Yield 76.6%) of AMCHA N-acetyl-1-aminonaphthalene-4-sulphonate finally being obtained, whose m.p. is 214°-215° C. and whose IR spectrum (KBr) has the following bands: 1,670; 1,650; 1,530; 1,510; 1,370; 1,320; 1,200; 1,040; 750; 670; 640.

Aufarbeitung

  1. temperatureThis solution is conveniently cooled
  2. customformed
  3. customis collected in
  4. filtrationa filter

Quellen und Nachweise

ORD-Eintrag
ord-c6d541891e04442aabb122c5d2326b45
Quelldatensatz
uspto-grants-1987_08
Patentnummer
US04689346

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