Cyclohexylamine → Ethyl 5-amino-6-cyclohexylaminonicotinate

HRID 1760272Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1760272
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 precipitate collected by filtration. The product was washed with water and dried (0.95 g, 74% yield).

Aufarbeitung

  1. filtrationthe yellow precipitate collected by filtration
  2. washThe product was washed with water
  3. customdried (0.95 g, 74% yield)

Quellen und Nachweise

ORD-Eintrag
ord-e1e930e1f67d41cfb65e936e1c86166c
Quelldatensatz
uspto-grants-2005_01
Patentnummer
US06841566B2

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