Acetic Acid → 2-methylsulfanyl-3H-thieno[2,3-d]pyrimidin-4-one

HRID 2116578

Reaktionsgleichung

Reaktionsgleichung von HRID 2116578
[S:1]=[C:2]1[NH:7][C:6]2[S:8][CH:9]=[CH:10][C:5]=2[C:4](=[O:11])[NH:3]1.CI.[C:14](O)(=O)C>[OH-].[Na+]>[CH3:14][S:1][C:2]1[NH:3][C:4](=[O:11])[C:5]2[CH:10]=[CH:9][S:8][C:6]=2[N:7]=1

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 6328Methyl iodideHCID 36033932-sulfanyl-3H,4H-thieno(2,3-d)pyrimidin-4-one

Produkt 1

HCID 38520912-methylsulfanyl-3H-thieno[2,3-d]pyrimidin-4-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14798Sodium HydroxideLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a solution of 2-thioxo-2,3-dihydro-1H-thieno[2,3-d]pyrimidin-4-one (25.4 g, 0.138 mol) in 1N aqueous NaOH (600 mL) at room temperature was added methyl iodide (10.3 mL, 1.2 eq). The resulting mixture was stirred vigorously for about 2.5 hours. The reaction mixture was cooled to 0° C. and acetic acid was added (about 80 mL) until about pH=4.5 was reached. A fine precipitate was filtered and dried overnight to afford the title compound as a fine tan powder (24.8 g) (M+=198, M.P.=231.6-235.0° C.).

Aufarbeitung

  1. filtrationA fine precipitate was filtered
  2. customdried overnight

Quellen und Nachweise

ORD-Eintrag
ord-eb8eadb8f25e4ab49a4e38660514bc60
Quelldatensatz
uspto-grants-2008_10
Patentnummer
US07439247B2

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