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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 637801Erstellt: 24. Oktober 2026

Hydrochloric Acid → 5-(3,4-Dichlorophenoxy)-2-hydroxy-3-pyridinecarboxamide

https://huagongshe.com/de/reaction/637801

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktMalonamideHCID 7911—
EduktPotassium tert-butoxideHCID 23665647—
Edukt2-(3,4-Dichlorophenoxy)-3-(dimethylamino)prop-2-enalHCID 54555818—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt5-(3,4-Dichlorophenoxy)-2-hydroxy-3-pyridinecarboxamideHCID 17851369243,5%

Reaktionsbedingungen

Temperatur45 °C

Reaktionsschritte

2-(3,4-Dichlorophenoxy)-3-dimethylaminopropenal (13 g), malonamide (5.6 g), and t-BuOK (6.2 g) were mixed in 50 ml of DMSO and heated at 45° C. for 30 minutes. This mixture was then stirred at room temperature for an additional 24 hours after which it was poured into 200 g of an ice-water mixture and acidified with concentrated HCl. A solid formed which was collected by centrifugation, vacuum dried, and recrystallized from 2-propanol to give 6.5 g of the desired 5-(3,4-dichlorophenoxy)-2-hydroxy-3-pyridinecarboxamide, m.p. 246°-249° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04558134
Quelldatensatzuspto-grants-1985_12
ORD IDord-46b63bdf1795404aa60e604ba73f7f82
Quellennotizuspto-grants-1985_12