2-Pyridinecarboxaldehyde → HCID 178420123, Verbindung

HRID 1716545

Reaktionsgleichung

Reaktionsgleichung von HRID 1716545
CC1C=CC(S([CH2:11][N+:12]#[C-:13])(=O)=O)=CC=1.[N:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH:20]=O.[Na].O1CC[N:25]=C1>C(O)C>[NH:12]1[CH:13]=[C:20]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][N:14]=2)[N:25]=[CH:11]1

Komponenten

6

Edukt 4

HCID 142732-PyridinecarboxaldehydeHCID 68157OxazolineHCID 161915Tosylmethyl isocyanideHCID 5360545Sodium

Produkt 1

HCID 178420123HCID 178420123, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
15 °C

Versuchsvorschrift

This compound known in the literature was made by an alternative route in analogy to Heterocycles 1994, 39 (1), 139: Tosylmethylisocyamide (TOSMIC) (3.57 g) was suspended in ethanol (50 ml) and 2-picolinealdehyde (2.0 g) was added. Sodium cyamide (92 mg) was added in one portion at 15° C. and the mixture was allowed to stir—the internal temperature rose to 26° C. and a clear solution was obtained. The mixture was cooled again to 15° C. and the intermediate oxazoline derivative precipitated. The suspension was filtered and the solid intermediate washed with ether/hexanes 1:1 and dried in vacuo (yield: 4.77 g).

Aufarbeitung

  1. customrose to 26° C.
  2. customa clear solution was obtained
  3. filtrationThe suspension was filtered
  4. washthe solid intermediate washed with ether/hexanes 1:1
  5. customdried in vacuo (yield: 4.77 g)

Quellen und Nachweise

ORD-Eintrag
ord-c1d913ecc767445e802b9893ac2aff7e
Quelldatensatz
uspto-grants-2010_09
Patentnummer
US07803819B2

Verknüpfte Notizen

Wird geladen…