Reaktion #724475

Reaktionsgleichung

1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

morpholine

diazabicyclo [2.2.2]octane

→

1-cyclopropyl-6,8-difluoro-7-(morpholin-4-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

Ausbeute 68.5%

Lösungsmittel

dimethyl sulphoxide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.DISTILLATIONThe solvent is distilled off in vacuo, 50 ml of water
2. 2
   workup.ADDITIONare added to the residue
3. 3
   Filtrationthe product is filtered off under suction
4. 4
   Waschenwashed with water
5. 5
   Sonstigedried in vacuo
6. 6
   Sonstigerecrystallised from glycol monomethyl ether

Vorschrift

A mixture of 2.83 g (0.01 mol) of 1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, 0.9 g (0.01 mol) of morpholine and 2.3 g of diazabicyclo [2.2.2]octane (0.02 mol) in 35 ml of dimethyl sulphoxide is heated to 140° C. for 5 hours. The solvent is distilled off in vacuo, 50 ml of water are added to the residue, the mixture is acidified with semiconcentrated hydrochloric acid, and, when the mixture is cold, the product is filtered off under suction, washed with water, dried in vacuo and recrystallised from glycol monomethyl ether. 2.4 g of 1-cyclopropyl-6,8-difluoro-7-(morpholin-4-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid having a decomposition temperature of 257°-260° C. are obtained.

Quelle