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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 31065Erstellt: 23. Oktober 2026

Acetic Anhydride → 6-amino-1-isobutyl-3-methyl-2-thioxo-1H-pyrimidin-4-one

https://huagongshe.com/de/reaction/31065

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AnhydrideHCID 7918—
EduktCyanoacetic acidHCID 9740—
EduktSodium HydroxideHCID 14798—
Edukt1-Isobutyl-3-methylthioureaHCID 15568243—
LösungsmittelEthanolHCID 702—
Produkt6-amino-1-isobutyl-3-methyl-2-thioxo-1H-pyrimidin-4-oneHCID 8660105629%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

A solution of cyanoacetic acid (1.52 g, 17.8 mmol) in acetic anhydride (2.45 mL, 25.9 mmol) was added to 1-isobutyl-3-methylthiourea (2.37 g, 16.2 mmol). The reaction mixture was heated to 60° C. for 1.5 h. The solvent was evaporated and the resulting red oil was redissolved in ethanol (5 mL) and 5M sodium hydroxide (1.6 mL, 8.1 mmol) was added. The reaction mixture was refluxed for 2 h. The solvent was co-evaporated with ethanol and the resulting pale brown solid was purified by flash chromatography (ethyl acetate) to yield 6-amino-1-isobutyl-3-methyl-2-thioxo-1H-pyrimidin-4-one (1.0 g, 29%) as a yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07425560B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-1ed6a4e0efb34e3d84ef3149d73d0e7f
Quellennotizuspto-grants-2008_09