Triethylamine → 2-(4-tert-Butoxycarbonylamino-2-pyridyl)-4H-1,3-benzothiazine-4-one

HRID 748212

Reaktionsgleichung

Reaktionsgleichung von HRID 748212
[C:1]([O:10]C)(=O)[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[SH:4].[C:12]([O:16][C:17]([NH:19][C:20]1[CH:25]=[CH:24][N:23]=[C:22]([C:26]#[N:27])[CH:21]=1)=[O:18])([CH3:15])([CH3:14])[CH3:13].C(N(CC)CC)C>C1(C)C=CC=CC=1>[O:10]=[C:1]1[C:2]2[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=2[S:4][C:26]([C:22]2[CH:21]=[C:20]([NH:19][C:17](=[O:18])[O:16][C:12]([CH3:14])([CH3:13])[CH3:15])[CH:25]=[CH:24][N:23]=2)=[N:27]1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 21009Benzoic acid, 2-mercapto-, methyl esterHCID 22939607tert-Butyl (2-cyanopyridin-4-yl)carbamate

Produkt 1

HCID 229393882-(4-tert-Butoxycarbonylamino-2-pyridyl)-4H-1,3-benzothiazine-4-oneAusbeute 49 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A mixture of methyl thiosalicylate (0.61 g, 3.7 mmol), 4-tert-butoxycarbonylamino-2-cyanopyridine (0.80 g, 3.7 mmol), triethylamine (0.80 ml, 5.7 mmol) and toluene (2.0 ml) was refluxed for 9 hrs. After cooling, the precipitated crystals were collected by filtration and dried to give the titled compound (0.60 g, 49%).

Aufarbeitung

  1. temperaturewas refluxed for 9 hrs
  2. temperatureAfter cooling
  3. filtrationthe precipitated crystals were collected by filtration
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-a69a8eff33154d8ba87bd21a3bad250a
Quelldatensatz
uspto-grants-2008_07
Patentnummer
US07399759B2

Verknüpfte Notizen

Wird geladen…