Pyridine-2-carbonitrile → 7-methoxy-2-(2-pyridyl)-4H-1,3-benzothiazine-4-one

HRID 499300Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 499300
[SH:1][C:2]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[C:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=1)#[N:14]>N1C=CC=CC=1>[CH3:12][O:11][C:9]1[CH:8]=[CH:7][C:3]2[C:4](=[O:6])[N:14]=[C:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=3)[S:1][C:2]=2[CH:10]=1

Komponenten

4

Edukt 2

HCID 7522Pyridine-2-carbonitrileHCID 139616424-Methoxy-2-sulfanylbenzoic acid

Produkt 1

HCID 597501107-methoxy-2-(2-pyridyl)-4H-1,3-benzothiazine-4-oneAusbeute 47 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

A mixture of 2-mercapto-4-methoxybenzoic acid (1.4 g, 7.9 mmol), 2-cyanopyridine (0.89 g, 8.5 mmol) and pyridine (10 ml) was refluxed for 10 hrs as described in Example 9. After cooling, the precipitated crystals were collected by filtration and recrystallized from hexane-tetrahydrofuran to give the titled compound (1.0 g, 47%) as crystals.

Aufarbeitung

  1. temperaturewas refluxed for 10 hrs
  2. temperatureAfter cooling
  3. filtrationthe precipitated crystals were collected by filtration
  4. customrecrystallized from hexane-tetrahydrofuran

Quellen und Nachweise

ORD-Eintrag
ord-5eecfc02d78b4f59b45d1416fb6018e4
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07767665B2

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