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HRID 2261737Erstellt: 27. Oktober 2026

(2,6-Dichlorophenyl)hydrazine monohydrochloride → 2-(2,6-Dichloro-phenyl)-4-isobutyl-5-methyl-2H-pyrazole-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/2261737

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt(2,6-Dichlorophenyl)hydrazine monohydrochlorideHCID 2723909—
Edukt3-Acetyl-2-methoxyimino-5-methyl-hexanoic acid ethyl esterHCID 76540076—
LösungsmittelAcetic AcidHCID 176—
Lösungsmittel2-MethoxyethanolHCID 8019—
Produkt2-(2,6-Dichloro-phenyl)-4-isobutyl-5-methyl-2H-pyrazole-3-carboxylic acid ethyl esterHCID 57443251—

Reaktionsbedingungen

Temperatur105 °C

Reaktionsschritte

A mixture of 3-acetyl-2-methoxyimino-5-methyl-hexanoic acid ethyl ester (1 g, 4.1 mmol), 2,6-dichlorophenylhydrazine hydrochloride (1.76 g, 8.2 mmol) in glacial acetic acid (10 mL) and 2-methoxy-ethanol (5 mL) is stirred at 105° C. for 3 hours. The reaction is concentrated and the residue is partitioned between EtOAc and 1N HCl. The organic layer is concentrated and purified by column chromatography (0-20% EtOAc in hexanes) to give the title product as an oil, 1.1 g (76%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07846960B2
Quelldatensatzuspto-grants-2010_12
ORD IDord-e9867d0e83554934863d2c2d7f3150e3
Quellennotizuspto-grants-2010_12