Acetic Anhydride → Nicotinamide

HRID 461891Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 461891
[N+](C1C=CC=CC=1C=O)([O-])=O.C([N:14](CC)[C:15](=[O:23])[C:16]1[CH:21]=[CH:20][C:19](C)=[N:18][CH:17]=1)C.C(OC(=O)C)(=O)C.C(N(CC)C(=O)C1C=CC(C=CC2C=CC=CC=2[N+]([O-])=O)=NC=1)C>>[C:15]([NH2:14])(=[O:23])[C:16]1[CH:21]=[CH:20][CH:19]=[N:18][CH:17]=1

Komponenten

5

Edukt 4

HCID 7918Acetic AnhydrideHCID 111012-NitrobenzaldehydeHCID 10081297N,N-diethyl-6-methylnicotinamideHCID 53931032HCID 53931032, Verbindung

Produkt 1

HCID 936Nicotinamide

Versuchsvorschrift

Reaction of o-nitrobenzaldehyde (41.7 g., 0.276 mole) with N,N-diethyl-6-methylnicotinamide (53.1 g., 0.276 mole) in the presence of acetic anhydride (56.3 g., 0.552 mole) according to the method of L. Horwitz, J. Org. Chem., 21, 1039 (1956) provides 67.4 g. (75%) of N,N-diethyl-6-(o-nitrostyryl)-nicotinamide. Crystallization from acetonitrile affords the analytically pure nicotinamide having a melting point of 145°-147° C. (corr.).

Aufarbeitung

  1. custom, 21, 1039 (1956) provides 67.4 g
  2. customCrystallization from acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-4afabe8d144a48fb86c73c869558e7b4
Quelldatensatz
uspto-grants-1977_12
Patentnummer
US04064254

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