Acetic Acid → 6-[4-(Acetylamino)phenyl]-1,2-dihydro-2-oxonicotinic acid

HRID 1447285Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1447285
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:9][C:10](=[O:17])[C:11](=[CH:15][CH:16]=2)[C:12]([OH:14])=[O:13])=[CH:4][CH:3]=1.[C:18](O)(=[O:20])[CH3:19].C(OC(=O)C)(=O)C>CCOCC>[C:18]([NH:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[NH:9][C:10](=[O:17])[C:11](=[CH:15][CH:16]=2)[C:12]([OH:14])=[O:13])=[CH:6][CH:7]=1)(=[O:20])[CH3:19]

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 7918Acetic AnhydrideHCID 129189566-(4-Aminophenyl)-1,2-dihydro-2-oxonicotinic acid

Produkt 1

HCID 128322736-[4-(Acetylamino)phenyl]-1,2-dihydro-2-oxonicotinic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

A mixture of 11.5 g (50 mmol) of 6-(4-aminophenyl)-1,2-dihydro-2-oxonicotinic acid, 200 ml of acetic acid, and 10.5 ml (110 mmol) of acetic anhydride is heated at reflux for 4.5 hrs. The mixture is cooled and diluted with 150 ml of ether. The solid is filtered, washed with ether, and dried at 60° to give 13.6 g of 6-[4-(acetylamino)phenyl]-1,2-dihydro-2-oxonicotinic acid; mp>260°.

Aufarbeitung

  1. temperatureis heated
  2. temperatureat reflux for 4.5 hrs
  3. temperatureThe mixture is cooled
  4. filtrationThe solid is filtered
  5. washwashed with ether
  6. customdried at 60°

Quellen und Nachweise

ORD-Eintrag
ord-e8bc0296f03a444bb179ef8e87a97ce2
Quelldatensatz
uspto-grants-1982_02
Patentnummer
US04315858

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