4-Aminopyridine → 4-Phenyl-1-(4-pyridyl)-piperidin-2,6-dione

HRID 1105683Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1105683
[C:1]1([CH:7]2[CH2:13][C:12](=[O:14])[O:11][C:9](=O)[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:15][C:16]1[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=1.C1(C)C(C)=CC=CC=1.CS(O)(=O)=O>O>[C:1]1([CH:7]2[CH2:8][C:9](=[O:11])[N:15]([C:16]3[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=3)[C:12](=[O:14])[CH2:13]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

6

Edukt 4

HCID 17274-AminopyridineHCID 6395Methanesulfonic AcidHCID 7237O-XyleneHCID 2978824-Phenyloxane-2,6-dione

Produkt 1

HCID 128225504-Phenyl-1-(4-pyridyl)-piperidin-2,6-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

The starting material is prepared as follows: The mixture of 19 g of 3-phenylglutaric anhydride, 10.3 g of 4-aminopyridine, 350 ml of xylene and 2.5 g of methane sulfonic acid is refluxed on a water separator while stirring for 2 days. The hot solution is decanted from some insolubles, cooled, filtered and the residue triturated with hot isopropanol, to yield the 4-phenyl-1-(4-pyridyl)-piperidin-2,6-dione melting at 229°-230°; the analogously prepared 4-(p-methoxyphenyl)-1-(4-pyridyl)-piperidine-2,6-dione melts at 168°-169°.

Aufarbeitung

  1. customThe starting material is prepared
  2. customThe hot solution is decanted from some insolubles
  3. temperaturecooled
  4. filtrationfiltered
  5. customthe residue triturated with hot isopropanol

Quellen und Nachweise

ORD-Eintrag
ord-da4e9896a9004c0d8ef77ad2df359122
Quelldatensatz
uspto-grants-1982_01
Patentnummer
US04309541

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