Ammonia → 2-Ethyl-6-methyl-isonicotinamide

HRID 1908826Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1908826
C([O:3][C:4](=O)[C:5]1[CH:10]=[C:9]([CH3:11])[N:8]=[C:7]([CH2:12][CH3:13])[CH:6]=1)C.[NH3:15]>CO>[CH2:12]([C:7]1[CH:6]=[C:5]([CH:10]=[C:9]([CH3:11])[N:8]=1)[C:4]([NH2:15])=[O:3])[CH3:13]

Komponenten

4

Edukt 2

HCID 222AmmoniaHCID 669333672-Ethyl-6-methylisonicotinic acid ethyl ester

Produkt 1

HCID 670269782-Ethyl-6-methyl-isonicotinamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A solution of 2-ethyl-6-methyl-isonicotinic acid ethyl ester (3.90 g, 20.2 mmol, prepared in analogy to the corresponding tert.-butyl ester) in 7 N NH3 in methanol (50 mL) is stirred in a sealed vessel at 60° C. for 20 h. The solvent is evaporated and the residue is suspended in diethyl ether. The solid material is collected, washed with additional diethyl ether and dried under HV to give 2-ethyl-6-methyl-isonicotinamide (2.85 g) as a white powder; LC-MS: tR=0.26 min, [M+1]+=165.05; 1H NMR (D6-DMSO): δ 1.23 (t, J=7.5 Hz, 3H), 2.49 (s, 3H), 2.75 (q, J=7.8 Hz, 2H), 7.44 (s, 2H), 7.59 (s br, 1H), 8.11 (s br, 1H).

Aufarbeitung

  1. customThe solvent is evaporated
  2. customThe solid material is collected
  3. washwashed with additional diethyl ether
  4. customdried under HV

Quellen und Nachweise

ORD-Eintrag
ord-9ede796f9d184f569cea92c11774df9f
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08598208B2

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