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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 903898Erstellt: 24. Oktober 2026

1H-1,2,4-Triazole → Triadimefon

https://huagongshe.com/de/reaction/903898

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1H-1,2,4-TriazoleHCID 9257—
EduktPotassium CarbonateHCID 11430—
Edukt2-Butanone, 1-chloro-1-(4-chlorophenoxy)-3,3-dimethyl-HCID 92621—
LösungsmittelAcetoneHCID 180—
ProduktTriadimefonHCID 3938587,1%

Reaktionsschritte

418 g (6.6 mols) of 1,2,4-triazole were dissolved in 3,000 ml of acetone. 934 g (7.2 mols) of anhydrous, powdered potassium carbonate were added to this solution, the suspension was heated to the boil and a solution of 1,565 g (6 mols) of 1-(4-chlorophenoxy)-1-chloro-3,3-dimethyl-butan-2-one in 1,500 ml of acetone was added dropwise in a manner such that the mixture boiled under reflux without heating. After the addition had ended, the mixture was heated under reflux for 15 hours in order to bring the reaction to completion; the resulting precipitate was then filtered off, washed with acetone and discarded. The filtrate was freed from solvent under a waterpump vacuum, the residue was taken up in 3,000 ml of toluene and the toluene solution was washed once with a solution of 100 g of 37% strength hydrochloric acid in 2,000 ml of water. The aqueous phase was separated off and discarded; the organic phase was washed with 5,000 ml of water and, after adding a further 4,000 ml of toluene, was stirred with a solution of 145 g of sodium hydroxide in 3,500 ml of water at room temperature for 6 hours. Thereafter, the organic phase was separated off, washed with water until neutral and freed from solvent under a waterpump vacuum. 1,535 g (87% of theory) of 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one of melting point 75°-76° C. were obtained. ##STR11##

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04229459
Quelldatensatzuspto-grants-1980_10
ORD IDord-556bb74b62014df78241805e4534738f
Quellennotizuspto-grants-1980_10