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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 329339Erstellt: 25. Oktober 2026

Water → Methyl 1-(4-methylphenyl)-pyrazole-5-carboxylate

https://huagongshe.com/reaction/329339

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt(4-Methylphenyl)hydrazineHCID 10875—
EduktMethyl 4-ethoxy-2-oxobut-3-enoatHCID 54443622—
LösungsmittelAcetic AcidHCID 176—
ProduktMethyl 1-(4-methylphenyl)-pyrazole-5-carboxylateHCID 14129278—
ProduktMethyl 1-(4-methylphenyl)-1H-pyrazole-3-carboxylateHCID 14129279—

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

12.5 g of p-tolylhydrazine in 150 ml of glacial acetic acid were added to a solution of 16 g of methyl 4-ethoxy-2-oxobut-3-enoat in 100 ml of glacial acetic acid at 50° C. The mixture was stirred at 100° C. for 5 hours, poured into 1 liter of water, and extracted twice with 100 ml of ethyl acetate. The organic phase was washed with saturated NaHCO3 solution and subsequently with water, and dried. After evaporating in a water-pump vaccum, the mixture was separated by distillation in a high vacuum. 4.1 g of methyl 1-(4-methylphenyl)-pyrazole-5-carboxylate of boiling point 116°-120° C./0.01 torr (example 8) and 5.3 g of methyl 1-(4-methylphenyl)-pyrazole-3-carboxylate of boiling point 138°-142° C./0.01 torr were obtained. The compounds were characterized by 1H NMR spectroscopy.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04891057
Quelldatensatzuspto-grants-1990_01
ORD IDord-e8f7fbe2e1b24b86bf2ee8929eb6660b
Quellennotizuspto-grants-1990_01