Water → N-(5-Bromothiazolo[5,4-b]pyridin-2-yl)acetamide

HRID 2077539

Reaktionsgleichung

Reaktionsgleichung von HRID 2077539
Br[C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[C:4]([Br:9])[N:3]=1.[C:10]([N:13]=[C:14]=[S:15])(=[O:12])[CH3:11].O>CC(C)=O>[Br:9][C:4]1[N:3]=[C:2]2[S:15][C:14]([NH:13][C:10](=[O:12])[CH3:11])=[N:8][C:7]2=[CH:6][CH:5]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 128851Acetyl isothiocyanateHCID 8176783-Amino-2,6-dibromopyridine

Produkt 1

HCID 56763853N-(5-Bromothiazolo[5,4-b]pyridin-2-yl)acetamideAusbeute 121,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Reaktionsbedingungen

Temperatur
67.5 °C

Versuchsvorschrift

2,6-dibromopyridin-3-amine (4.235 g, 16.8 mmol) was dissolved in acetone and acetyl isothiocyanate (1.85 ml, 21.0 mmol) was added. The flask was fit with a reflux condensor and placed in a preheated oil bath (65-70° C.) and stirred under nitrogen for 2.5 hours. Then, the reaction was cooled to room temperature, poured into water, and filtered. The solid was washed with water, saturated sodium bicarbonate, and water again, and then collected and dried under high vacuum to afford N-(5-bromothiazolo[5,4-b]pyridin-2-yl)acetamide (5.54 g, Yield >100%).

Aufarbeitung

  1. customplaced in a preheated oil bath
  2. temperatureThen, the reaction was cooled to room temperature
  3. filtrationfiltered
  4. washThe solid was washed with water, saturated sodium bicarbonate, and water again
  5. customcollected
  6. customdried under high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-b5afa79e6b4742d984f01cd24eb5d381
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07928140B2

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