Hydrogen Sulfide → Isothiazolo(3,4-b)pyridin-3-amine

HRID 332833Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 332833
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[SH2:10]>N1C=CC=CC=1>[N:1]1[S:10][C:8]([NH2:9])=[C:7]2[CH:6]=[CH:5][CH:4]=[N:3][C:2]=12

Komponenten

4

Edukt 2

HCID 402Hydrogen SulfideHCID 8182592-Amino-3-cyanopyridine

Produkt 1

HCID 297118Isothiazolo(3,4-b)pyridin-3-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To a solution of 2-amino-3-cyanopyridine (1.00 g, 8.40 mmol) in pyridine (8 mL) and TEA (0.8 mL) in a sealed tube, H2S gas was bubbled through for 5 min. It was then stirred at room temperature for 20 h. The mixture was concentrated in vacuo to dryness. The residue was dissolved in MeOH (10 mL). To the solution, aq. H2O2 (30%, 3 mL) was added. The mixture was then stirred at room temperature for 5 h, during which time, solids precipitated out. The solids were collected by filtration, dried on vacuum to give isothiazolo[3,4-b]pyridin-3-amine (860 mg).

Aufarbeitung

  1. concentrationThe mixture was concentrated in vacuo to dryness
  2. dissolutionThe residue was dissolved in MeOH (10 mL)
  3. additionTo the solution, aq. H2O2 (30%, 3 mL) was added
  4. stirringThe mixture was then stirred at room temperature for 5 h, during which time, solids
  5. customprecipitated out
  6. filtrationThe solids were collected by filtration
  7. customdried on vacuum

Quellen und Nachweise

ORD-Eintrag
ord-535cb5f737cc44c084f9833e17e6c408
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08877760B2

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