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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 486638Erstellt: 25. Oktober 2026

Diethyl bromomalonate → p-t-butyl-N-[6-chloro-5-(m-methoxyphenoxy)-4-pyrimidinyl]benzenesulfonamide

https://huagongshe.com/reaction/486638

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiethyl bromomalonateHCID 69637—
Edukt5-(m-methoxyphenoxy)-6-hydroxy-4(3H)-pyrimidinoneHCID 19095757—
Edukt4,6-Dichloro-5-(3-methoxyphenoxy)-pyrimidineHCID 19432653—
EduktSodium m-methoxyphenolateHCID 23694484—
EduktDiethyl (m-methoxyphenoxy)malonateHCID 53682937—
Eduktp-t-Butylbenzenesulfonamide potassiumHCID 66748434—
LösungsmittelMethanolHCID 887—
Produktp-t-butyl-N-[6-chloro-5-(m-methoxyphenoxy)-4-pyrimidinyl]benzenesulfonamideHCID 15391273—

Reaktionsschritte

Diethyl bromomalonate was converted with sodium m-methoxyphenolate in analogy to Example 1, paragraph c), into diethyl (m-methoxyphenoxy)malonate, colorless liquid. B.p. 143° C./0.05 Torr. The thus-obtained malonic ester was converted in analogy to Example 1, paragraph d), into 5-(m-methoxyphenoxy)-6-hydroxy-4(3H)-pyrimidinone from which in analogy to Example 1, paragraph e), there was prepared 4,6-dichloro-5-(m-methoxyphenoxy)pyrimidine, m.p. 109°-110° C. Reaction of the last-named compound with p-t-butylbenzenesulfonamide potassium yielded p-t-butyl-N-[6-chloro-5-(m-methoxyphenoxy)-4-pyrimidinyl]benzenesulfonamide, m.p. 152° C. (from methanol).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05292740
Quelldatensatzuspto-grants-1994_03
ORD IDord-5a23d08ba3bf4de98972b29c2b52927f
Quellennotizuspto-grants-1994_03