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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1093772Erstellt: 25. Oktober 2026

p-Toluenesulfonic acid → 4-(1,3,4-oxadiazol-2-yl)benzoic Acid

https://huagongshe.com/reaction/1093772

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktp-Toluenesulfonic acidHCID 6101—
EduktEthyl orthoformateHCID 31214—
Edukt4-(Hydrazinocarbonyl)benzoic acidHCID 279437—
LösungsmittelWaterHCID 962—
Produkt4-(1,3,4-oxadiazol-2-yl)benzoic AcidHCID 7131055379,7%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

Hydrazine hydrate was added to a solution of terephthalic acid monomethyl ester (1 g, 5.5 mmol) in MeOH (10 mL) and stirring was continued for 1 hr. The reaction mixture was concentrated to afford 900 mg (90.09% Yield) of 4-hydrazinocarbonyl-benzoic acid. p-Toluene sulfonic acid (48 mg, 0.277 mmol) was added to a solution of 4-hydrazinocarbonyl-benzoic acid (500 mg, 2.77 mmol) in triethylorthoformate (7.5 mL, 44.0 mmol) and stirring was continued with heating at 100° C. for 3 hrs. The reaction mixture was diluted with water, the solid was collected to afford 200 mg (37.9% Yield) of 4-[1,3,4]oxadiazol-2-yl-benzoic acid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08129376B2
Quelldatensatzuspto-grants-2012_03
ORD IDord-bf4112086728446eb8be8ccc85d693be
Quellennotizuspto-grants-2012_03