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HRID 44363Erstellt: 24. Oktober 2026

Methyl iodide → 5,6-Dimethyl-2-(methylthio)thieno[2,3-d]pyrimidin-4-amine

https://huagongshe.com/de/reaction/44363

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl iodideHCID 6328—
EduktSodium HydroxideHCID 14798—
EduktN-benzoyl-N'-(3-cyano-4,5-dimethyl-2-thienyl)thioureaHCID 899430—
LösungsmittelEthanolHCID 702—
Produkt5,6-Dimethyl-2-(methylthio)thieno[2,3-d]pyrimidin-4-amineHCID 121233889%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

To a suspension of N-(3-cyano-4,5-dimethylthiophen-2-ylcarbamothioyl)-benzamide (Example 1a) (1.33 g, 4.22 mmol) in ethanol (25 mL) was added NaOH (2.0 N, 5.8 mL) at room temperature under nitrogen. After stirring at 100° C. under nitrogen for 0.5 h, the reaction mixture was cooled in an ice bath and MeI (0.8 mL) was added dropwise. After stirring for another 0.5 h, the resulting precipitate was collected by filtration, rinsed with water, 20% EtOH/H2O, and dried under vacuum to give the title compound (840 mg, 89%). 1H NMR (400 MHz, DMSO-d6) δ2.32 (s, 3H), 2.34 (s, 3H), 2.42 (s, 3H), 6.93 (bs, 2H). MS 226 (MH+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08541421B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-994adbae99914d29a183882d3a020cdd
Quellennotizuspto-grants-2013_09