Methanol → Methyl 4-amino-2-(methylsulfonyl)thiazole-5-carboxylate

HRID 444844Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 444844
O[O:2][S:3]([O-:5])=O.[K+].[NH2:7][C:8]1[N:9]=[C:10](SC)[S:11][C:12]=1[C:13]([O:15][CH3:16])=[O:14].[CH3:19]O>O>[NH2:7][C:8]1[N:9]=[C:10]([S:3]([CH3:19])(=[O:5])=[O:2])[S:11][C:12]=1[C:13]([O:15][CH3:16])=[O:14]

Komponenten

5

Edukt 3

HCID 887MethanolHCID 609212Methyl 4-amino-2-(methylsulfanyl)-1,3-thiazole-5-carboxylateHCID 23707502Potassium hydroxy sulfite

Produkt 1

HCID 59511825Methyl 4-amino-2-(methylsulfonyl)thiazole-5-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

5.12 g (8.32 mmol) of Oxone® were dissolved in 170 ml of water and cooled to 5° C. A solution of 1 g (4.90 mmol) of methyl 4-amino-2-(methylsulfanyl)-1,3-thiazole-5-carboxylate in 18 ml of methanol was then added dropwise, and the solution was stirred at RT for 3 h. Most of the methanol was removed, and the remainder was extracted three times with dichloromethane. The combined organic phases were dried with sodium sulfate. Following removal of the solvent and drying of the residue under high vacuum, the solid obtained (824 mg (43% of theory)) was used without further purification.

Aufarbeitung

  1. customMost of the methanol was removed
  2. extractionthe remainder was extracted three times with dichloromethane
  3. dry with materialThe combined organic phases were dried with sodium sulfate
  4. customremoval of the solvent
  5. customdrying of the residue under high vacuum
  6. customthe solid obtained (824 mg (43% of theory))
  7. customwas used without further purification

Quellen und Nachweise

ORD-Eintrag
ord-2a9d71f2261c4d4ea52415aabeae2a4a
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08476267B2

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