Ammonia → 6-Amino-5-(2-ethyl-6-methylbenzyloxy)nicotinamide

HRID 427522Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 427522
[CH2:1]([C:3]1[CH:32]=[CH:31][CH:30]=[C:29]([CH3:33])[C:4]=1[CH2:5][O:6][C:7]1[C:8]([N+:26]([O-])=O)=[N:9][CH:10]=[C:11]([CH:25]=1)[C:12](OCC1C(C)=CC=CC=1CC)=[O:13])[CH3:2].[NH3:34]>CO>[NH2:26][C:8]1[C:7]([O:6][CH2:5][C:4]2[C:29]([CH3:33])=[CH:30][CH:31]=[CH:32][C:3]=2[CH2:1][CH3:2])=[CH:25][C:11]([C:12]([NH2:34])=[O:13])=[CH:10][N:9]=1

Komponenten

4

Edukt 2

HCID 222AmmoniaHCID 536818842-Ethyl-6-methylbenzyl 5-(2-ethyl-6-methylbenzyloxy)-6-nitronicotinate

Produkt 1

HCID 183574336-Amino-5-(2-ethyl-6-methylbenzyloxy)nicotinamideAusbeute 31 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
35 °C

Versuchsvorschrift

2-ethyl-6-methylbenzyl 5-(2-ethyl-6-methylbenzyloxy)-6-nitronicotinate (0.7 g, 2 mmol) was added to a solution of ammonia in methanol (5-10%)(40 ml) and the mixture was stirred at 35° C. for 96 h. The solvent was evaporated under reduced pressure. Purification of the residue twice by column chromatography on silica gel using ethylacetate:methylene chloride (1:1) and methanol:methylene chloride (1:9) as eluent gave 0.14 g (31%) of the title compound.

Aufarbeitung

  1. customThe solvent was evaporated under reduced pressure
  2. customPurification of the residue twice by column chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-d58ea450e4c4469e9ba5fff702145922
Quelldatensatz
uspto-grants-2001_11
Patentnummer
US06313137B1

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