Methyl 2-cyanonicotinate → HCID 19862615, Verbindung

HRID 1165164Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1165164
C[O-].[Na+].[C:4]([C:6]1[N:15]=[CH:14][CH:13]=[CH:12][C:7]=1[C:8]([O:10][CH3:11])=[O:9])#[N:5].[Cl:16][C:17]1[CH:18]=[C:19]([C:23]2[S:24][CH:25]=[C:26](CO)[N:27]=2)[CH:20]=[CH:21][CH:22]=1>C1(C)C=CC=CC=1>[C:4]([C:6]1[N:15]=[CH:14][CH:13]=[CH:12][C:7]=1[C:8]([O:10][CH2:11][C:26]1[N:27]=[C:23]([C:19]2[CH:20]=[CH:21][CH:22]=[C:17]([Cl:16])[CH:18]=2)[S:24][CH:25]=1)=[O:9])#[N:5]

Komponenten

5

Edukt 3

HCID 339115Methyl 2-cyanonicotinateHCID 10942334Sodium MethoxideHCID 14330272(2-(3-Chlorophenyl)thiazol-4-yl)methanol

Produkt 1

HCID 19862615HCID 19862615, VerbindungAusbeute 25,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

Sodium methylate (0.11 g; 0.002 mole) is added to a solution of methyl 2-cyanonicotinate (3.24 g; 0.02 mole) and 2-(3-chlorophenyl)-4-(hydroxymethyl)thiazole (4.96 g; 0.022 mole) in toluene (100 cc). The methanol/toluene azeotrope is distilled off and the toluene is then evaporated off. The residue is treated with water. The precipitate formed is filtered off, washed with water and then dried. Compound 2 (1.8 g; 25% m.p. 130° C.) is obtained.

Aufarbeitung

  1. distillationThe methanol/toluene azeotrope is distilled off
  2. customthe toluene is then evaporated off
  3. additionThe residue is treated with water
  4. customThe precipitate formed
  5. filtrationis filtered off
  6. washwashed with water
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-77eb3f77bea946e49e5d3dd9a4f13441
Quelldatensatz
uspto-grants-1990_03
Patentnummer
US04908375

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