Pyridine → pyridine N-acetyl-1-aminonaphthalene-4-sulphonate

HRID 1789406Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1789406
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([S:12]([OH:15])(=[O:14])=[O:13])=[CH:4][CH:3]=1.[N:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[C:22](OC(=O)C)(=[O:24])[CH3:23]>C(O)C>[C:22]([NH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([S:12]([OH:15])(=[O:13])=[O:14])=[CH:4][CH:3]=1)(=[O:24])[CH3:23].[N:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 67904-Amino-1-naphthalenesulfonic acidHCID 7918Acetic Anhydride

Produkt 1

HCID 13306497pyridine N-acetyl-1-aminonaphthalene-4-sulphonateAusbeute 59,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

12 g (0.05 mole) of 1-amino-4-naphthalenesulphonic acid, 7.2 ml of pyridine and 15 ml of acetic anhydride are placed in a flask provided with a stirrer and heater. The mixture is heated until the solution is clear, at which point 10 ml of absolute ethanol is added and the mixture is allowed to cool, first to ambient temperature and then in a refrigerator to 3° C. for 3 hours. The precipitate obtained is collected in a filter and is recrystallized in ethanol to give 11 g (Yield 59.4%) of pyridine N-acetyl-1-aminonaphthalene-4-sulphonate, having a m.p. of 172°-175° C. and whose IR spectrum (KBr) has the following bands: 3,400; 3,220; 1,640; 1,525; 1,370; 1,325; 1,200; 1,030; 850; 675; 635.

Aufarbeitung

  1. customprovided with a stirrer
  2. temperatureThe mixture is heated until the solution
  3. additionis added
  4. customThe precipitate obtained
  5. customis collected in
  6. filtrationa filter
  7. customis recrystallized in ethanol

Quellen und Nachweise

ORD-Eintrag
ord-0c50a0db96974d4e998373adf507d6e8
Quelldatensatz
uspto-grants-1987_08
Patentnummer
US04689346

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