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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1875911Erstellt: 26. Oktober 2026

1,1'-Thiocarbonyldi-2(1H)-pyridone → 4-Isothiocyanato-6-(methoxymethyl)pyrimidine

https://huagongshe.com/reaction/1875911

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,1'-Thiocarbonyldi-2(1H)-pyridoneHCID 853162—
Edukt6-(Methoxymethyl)-4-pyrimidinamineHCID 21137644—
LösungsmittelDichloromethaneHCID 6344—
Produkt4-Isothiocyanato-6-(methoxymethyl)pyrimidineHCID 5747655849,3%

Reaktionsschritte

To a bright orange solution of 1,1′-thiocarbonyldipyridin-2(1H)-one (0.84 g, 3.59 mmol) was in dichloromethane at ambient temperature was added 6-(methoxymethyl)pyrimidin-4-amine (0.5 g, 3.59 mmol). The orange solution was stirred at ambient temperature for 18 h. The solution was purified by column chromatography (0-40% ethyl acetate/hexanes) to afford 4-isothiocyanato-6-(methoxymethyl)pyrimidine (0.32 g, 1.77 mmol, 49% yield) as a yellow solid. 1H NMR (400 MHz, CDCl3) δ ppm 8.91 (1H, d, J=1.26 Hz), 7.19 (1H, d, J=1.01 Hz), 4.52 (2H, s), 3.49 (3H, s). MS (LC/MS) R.T.=1.39; [M+H]+=182.10.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08309577B2
Quelldatensatzuspto-grants-2012_11
ORD IDord-583f225c27bf46e997f710183d6507e1
Quellennotizuspto-grants-2012_11