Reaktion #631585

Reaktionsgleichung

phenetidine

4-hydroxy-3-quinoline-carboxylic acid chloride

hydrochloric acid

→

4-hydroxy-N-(4-ethoxyphenyl)-3-quinoline-carboxamide

Ausbeute 50.2%

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationwas filtered
2. 2
   WaschenThe recovered product was washed with water
3. 3
   Sonstigedried at 180° C. under reduced pressure
4. 4
   Sonstigewas crystallized from 30 ml of acetic acid

Vorschrift

1.86 g of phenetidine were added to a suspension of 3 g of 4-hydroxy-3-quinoline-carboxylic acid chloride (described in French Pat. No. 2,340,735) in 40 ml of anhydrous pyridine and the mixture was stirred for 16 hours. 50 ml of aqueous 2 N hydrochloric acid solution were added to the mixture which was stirred for one hour and then was filtered. The recovered product was washed with water, dried at 180° C. under reduced pressure and was crystallized from 30 ml of acetic acid and then 10 ml of dimethylformamide to obtain 2.1 g of 4-hydroxy-N-(4-ethoxyphenyl)-3-quinoline-carboxamide in the form of crystals melting at 288° C.

Quelle