Tetramethyl pyrazine-2,3,5,6-tetracarboxylate → 2,3,5,6-Tetramethoxycarbonylpiperazine

HRID 1755963Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1755963
[CH3:1][O:2][C:3]([C:5]1[N:10]=[C:9]([C:11]([O:13][CH3:14])=[O:12])[C:8]([C:15]([O:17][CH3:18])=[O:16])=[N:7][C:6]=1[C:19]([O:21][CH3:22])=[O:20])=[O:4]>C(O)C.[Pd]>[CH3:1][O:2][C:3]([CH:5]1[CH:6]([C:19]([O:21][CH3:22])=[O:20])[NH:7][CH:8]([C:15]([O:17][CH3:18])=[O:16])[CH:9]([C:11]([O:13][CH3:14])=[O:12])[NH:10]1)=[O:4]

Komponenten

4

Edukt 1

HCID 291621Tetramethyl pyrazine-2,3,5,6-tetracarboxylate

Produkt 1

HCID 233626442,3,5,6-Tetramethoxycarbonylpiperazine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of tetrakis-methoxycarbonylpyrazine (5.3 g, 16.9 mmol) (prepared in accordance with J. Org. Chem. 37 (19), p2963 (1972)) in 800 ml of dry ethanol, was hydrogenated at 50 bar in the presence of 10 g 5% palladium on charcoal at 80° C. for 16 hours. After cooling, the solution was filtered and evaporated to give slightly yellow crystals. Yield: 4.8 g (90%) , mp. 162°-163° C. (Lit. 162°-163° C.). NMR confirmed the structure.

Aufarbeitung

  1. temperatureAfter cooling
  2. filtrationthe solution was filtered
  3. customevaporated
  4. customto give slightly yellow crystals
  5. customYield: 4.8 g (90%) , mp. 162°-163° C. (Lit. 162°-163° C.)

Quellen und Nachweise

ORD-Eintrag
ord-99063e4947ee44f7af615ba019cf99fc
Quelldatensatz
uspto-grants-1995_08
Patentnummer
US05439668

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