Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 703529Erstellt: 25. Oktober 2026

1,3-Benzodioxole-5-carboxylic acid → 1,3-Benzodioxole-5-carboxamide, N-((4-(2-(1-pyrrolidinyl)ethoxy)phenyl)methyl)-

https://huagongshe.com/reaction/703529

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,3-Benzodioxole-5-carboxylic acidHCID 7196—
EduktThionyl ChlorideHCID 24386—
Edukt1,3-Benzodioxole-5-carbonyl chlorideHCID 2734749—
Edukt(4-(2-(Pyrrolidin-1-yl)ethoxy)phenyl)methanamineHCID 14425929—
LösungsmittelChloroformHCID 6212—
Produkt1,3-Benzodioxole-5-carboxamide, N-((4-(2-(1-pyrrolidinyl)ethoxy)phenyl)methyl)-HCID 307881689,7%

Reaktionsschritte

To a cooled solution of 20.0 g of 4-[2-(1-pyrrolidinyl)ethoxy]benzylamine in 30 ml of chloroform was added 17.7 g of 3,4-methylenedioxybenzoyl chloride (which was prepared with 15.9 g of piperonylic acid and 65.3 g of thionyl chloride in the usual manner). The mixture was stirred at room temperature for 20 minutes and the solvent was evaporated. 150 ml of water was added to the residue and the mixture was washed with ethyl acetate. The aqueous layer was made alkaline with potassium carbonate and was extracted with ethyl acetate. The extract was washed with water, dried, and evaporated. The residue was washed with isopropyl ether to give 30.0 g of colorless crystals, which were recrystallized from ethyl acetate as colorless needles, m.p. 93.5°-94.5° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04983633
Quelldatensatzuspto-grants-1991_01
ORD IDord-bc3aa1fa71ee41219775f90b89013820
Quellennotizuspto-grants-1991_01