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HRID 22166Erstellt: 24. Oktober 2026

Sodium Iodide → 3-Cyanomethoxy-7-[(4,6-dimethoxypyrimidin-2-yl)oxy]-phthalide

https://huagongshe.com/de/reaction/22166

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium IodideHCID 5238—
EduktChloroacetonitrileHCID 7856—
EduktPotassium CarbonateHCID 11430—
Edukt18-Crown-6HCID 28557—
Edukt7-[(4,6-Dimethoxy-pyrimidin-2-yl)oxy]-3-hydroxy-phthalideHCID 19927417—
LösungsmittelMethyl Ethyl KetoneHCID 6569—
Lösungsmitteltert-Butyl methyl etherHCID 15413—
Produkt3-Cyanomethoxy-7-[(4,6-dimethoxypyrimidin-2-yl)oxy]-phthalideHCID 19927425—

Reaktionsschritte

A mixture of 1.5 g of 7-[(4,6-dimethoxy-pyrimidin-2-yl)oxy]-3-hydroxy-phthalide (see Example 84) and 0.8 ml of chloroacetonitrile is maintained at 60° C. for 1 hour in ethyl methyl ketone in the presence of 2.1 g of dry potassium carbonate and a spatula tip each of sodium iodide and 18-crown-6. When the reaction material has cooled, it is taken up in tert-butyl methyl ether and the solution is washed with dilute hydrochloric acid and water, concentrated by evaporation and purified by chromatography on silica gel (eluant: ethyl acetate/n-hexane 1:1) to yield 3-cyanomethoxy-7-[(4,6-dimethoxy-pyrimidin-2-yl)oxy]-phthalide, m.p. 99°-102° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05428002
Quelldatensatzuspto-grants-1995_06
ORD IDord-e37d68f706bd42cbb3420ee6f343d04d
Quellennotizuspto-grants-1995_06