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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 257610Erstellt: 25. Oktober 2026

1H-1,2,4-Triazole → Metconazole

https://huagongshe.com/reaction/257610

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1H-1,2,4-TriazoleHCID 9257—
EduktPotassium CarbonateHCID 11430—
Edukt1-(4-Chlorobenzyl)-3,3-dimethyl-2-hydroxy-2-methylsulphonyloxymethylcyclopentaneHCID 14721906—
LösungsmittelN-methyl-2-pyrrolidoneHCID 13387—
ProduktMetconazoleHCID 86210—

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

A mixture of 0.22 g 1-(4-chlorobenzyl)-3,3-dimethyl-2-hydroxy-2-methylsulphonyloxymethylcyclopentane prepared as described in Example 1 (j), 47 mg 1,2,4-triazole and 0.1 g potassium carbonate in 3 ml N-methylpyrrolidone was warmed at 50° C. for 2 hours. A further 0.1 g potassium carbonate was then added, the temperature was raised to 120° C. and the reaction continued overnight at this temperature. The reaction mixture was then partitioned between diethyl ether and water and the organic solution flashed to give 1-(4-chlorobenzyl)-3,3-dimethyl-2-hydroxy-2-(1,2,4-triazol-1-yl)methylcyclopentane crystallised from petroleum as a single stereoisomer (Isomer A). The conversion yield of Isomer A, corrected for purity, was 72%. The structure of the product was established by n.m.r. spectroscopy. Purity of Isomer A was 90% and Isomer B was not detected.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05262543
Quelldatensatzuspto-grants-1993_11
ORD IDord-142949d75c8f4b58905fc73b4b785d3e
Quellennotizuspto-grants-1993_11