Malononitrile → HCID 178509191, Verbindung

HRID 2304445Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2304445
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([NH:7][N:8]=[C:9]([C:12]#[N:13])[C:10]#[N:11])[CH:2]=1.NC1C=NC=CC=1.C(#N)CC#N.O.[NH2:27][NH2:28]>C(O)C>[NH2:13][C:12]1[C:9](=[N:8][NH:7][C:3]2[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=2)[C:10]([NH2:11])=[N:28][N:27]=1

Komponenten

6

Edukt 4

HCID 8010MalononitrileHCID 100093-AminopyridineHCID 24654Hydrazine hydrate (1:1)HCID 21955014Pyridin-3-ylcarbonohydrazonoyl dicyanide

Produkt 1

HCID 178509191HCID 178509191, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

This compound was prepared using 2-[(pyridin-3-yl)hydrazono]malononitrile (342 mg, 2 mmole), which was derived from 3-aminopyridine (940 mg, 10 mmole)) and malononitrile (858 mg, 13 mmol) as described in Example 8, and hydrazine hydrate (110 mg, 2.2 mmole) in ethanol. Solids had not formed after heating the reaction at 80° C. for 40 minutes, however, analysis of the reaction solution by TLC indicated that no starting material remained. The solution was allowed to cool to room temperature and the solvent was evaporated. The product was obtained after upon re-crystallization from ethanol as a yellow solid (150 mg). 1H NMR (ppm, DMSO-d6): 6.18 (br., s, 4H), 7.20 (dd, 1H), 8.00 (dd, 1H), 8.38 (d, 1H), 8.85 (s, 1H), 10.77 (br., s, 1H).

Aufarbeitung

  1. customThis compound was prepared
  2. customSolids had not formed
  3. temperatureafter heating
  4. customthe reaction at 80° C. for 40 minutes
  5. customthe solvent was evaporated
  6. customThe product was obtained after
  7. customupon re-crystallization from ethanol as a yellow solid (150 mg)

Quellen und Nachweise

ORD-Eintrag
ord-e2ab4bcea0a949c587551910aa0cccb6
Quelldatensatz
uspto-grants-2002_08
Patentnummer
US06436915B1

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