Cyclohexylamine → Ethyl 5-amino-6-cyclohexylaminonicotinate

HRID 1280077Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1280077
Cl[C:2]1[C:12]([N+:13]([O-])=O)=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][N:3]=1.[CH:16]1([NH2:22])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1>CS(C)=O.O>[NH2:13][C:12]1[C:2]([NH:22][CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)=[N:3][CH:4]=[C:5]([CH:11]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7]

Komponenten

5

Edukt 2

HCID 7965CyclohexylamineHCID 3784053Ethyl 6-chloro-5-nitronicotinate

Produkt 1

HCID 22598045Ethyl 5-amino-6-cyclohexylaminonicotinateAusbeute 74 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679Dimethyl SulfoxideLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

Ethyl 6-chloro-5-nitronicotinate (1.00 g, 4.33 mmol) prepared according to A. H. Berrie et al. (J. Chem. Soc. 1951, 2590) was dissolved in DMSO (2 mL) and cyclohexylamine (0.54 g, 5.4 mmol) was added. The mixture was stirred for 1 h at room temperature, diluted with water and the yellow precipitated collected by filtration. The product was washed with water and dried (0.95 g, 74% yield).

Aufarbeitung

  1. customthe yellow precipitated
  2. filtrationcollected by filtration
  3. washThe product was washed with water
  4. customdried (0.95 g, 74% yield)

Quellen und Nachweise

ORD-Eintrag
ord-c0706c135a554850aa3abdbad98c3f74
Quelldatensatz
uspto-grants-2002_09
Patentnummer
US06448281B1

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