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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 501798Erstellt: 25. Oktober 2026

Hydrochloric Acid → 5-Methylbenzimidazolone

https://huagongshe.com/reaction/501798

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktWaterHCID 962—
EduktTriethylamineHCID 8471—
EduktEthyl AcetateHCID 8857—
Edukt2-Amino-5-methylbenzoic acidHCID 76255—
Lösungsmittel1,4-DioxaneHCID 31275—
LösungsmittelP,P-Diphenylphosphinic azideHCID 199401—
Produkt5-MethylbenzimidazoloneHCID 223134—

Reaktionsschritte

4.00 g of 2-amino-5-methylbenzoic acid was dissolved in 40 mL of 1,4-dioxane, to which 5.5 mL of triethylamine and 6.8 mL of diphenylphosphoryl azide were successively added, and this mixture was stirred for 1.5 hours while heating it under reflux. The reaction mixture, to which a mixture of ethyl acetate and water was added, was adjusted to pH 7 with 1M hydrochloric acid, and the organic phase was separated therefrom. After the resultant organic phase was washed with water and a saturated sodium chloride solution successively, the washed phase was dried over anhydrous sodium sulfate, and the solvent was distilled out under reduced pressure to yield 2.96 g of 5-methyl-1,3-dihydro-2H-benzimidazol-2-one as light yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07772285B2
Quelldatensatzuspto-grants-2010_08
ORD IDord-fab17d724e3842a1b89b8960d73c792c
Quellennotizuspto-grants-2010_08