Triethylamine → 2-[6-(1H-Pyrazol-1-yl)-2-pyridyl]-4H-1,3-benzothiazine-4-one

HRID 499456Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 499456
[N:1]1([C:6]2[N:11]=[C:10]([C:12]#[N:13])[CH:9]=[CH:8][CH:7]=2)[CH:5]=[CH:4][CH:3]=[N:2]1.[C:14](OC)(=[O:22])[C:15]1[C:16](=[CH:18][CH:19]=[CH:20][CH:21]=1)[SH:17].C(N(CC)CC)C>C1(C)C=CC=CC=1>[N:1]1([C:6]2[N:11]=[C:10]([C:12]3[S:17][C:16]4[CH:18]=[CH:19][CH:20]=[CH:21][C:15]=4[C:14](=[O:22])[N:13]=3)[CH:9]=[CH:8][CH:7]=2)[CH:5]=[CH:4][CH:3]=[N:2]1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 21009Benzoic acid, 2-mercapto-, methyl esterHCID 229395546-(1H-pyrazol-1-yl)pyridine-2-carbonitrile

Produkt 1

HCID 597503912-[6-(1H-Pyrazol-1-yl)-2-pyridyl]-4H-1,3-benzothiazine-4-oneAusbeute 67 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

6-(Pyrazol-1-yl)-2-pyridinecarbonitrile (0.68 g, 4.0 mmol) and methyl thiosalicylate (1.00 g, 5.9 mmol) were dissolved in toluene (5 ml), and triethylamine (2.0 ml, 14.3 mmol) was added thereto. The mixture was refluxed for 8 hrs. After cooling, the precipitates were collected by filtration and recrystallized from hexane-tetrahydrofuran to give the titled compound (0.82 g, 67%) as pale yellow crystals.

Aufarbeitung

  1. temperatureThe mixture was refluxed for 8 hrs
  2. temperatureAfter cooling
  3. filtrationthe precipitates were collected by filtration
  4. customrecrystallized from hexane-tetrahydrofuran

Quellen und Nachweise

ORD-Eintrag
ord-d0b975fe1db8429d82a989b3be1021f7
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07767665B2

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