Benzene → HCID 13533222, compound

Participants

Reaction Steps

10 g of 5-chloroacetyl-8-hydroxycarbostyril (IV) prepared in Example 4 or 8 was suspended in 60 ml of benzene, and 9 ml of morpholine was added to the suspension followed by allowing the mixture to react while heating under refluxing and stirring for 4 hours. The reaction mixture was cooled and the resulting precipitate was filtered. The precipitate was dissolved in 60 ml of isopropanol and the solution was adjusted to a pH of 2- 3 with concentrated hydrochloric acid. The resulting acidic solution was cooled with ice and the precipitate formed was filtered followed by recrystallization from ethanol. The precipitate was dissolved in 20 ml of water and the solution was adjusted to a pH 7.5- 8.0 with sodium bicarbonate and ice-cooled. The precipitate formed upon cooling was filtered and recrystallized from ethanol to obtain 4.2 g of white amorphous 5-morpholinoacetyl-8-hydroxycarbostyril (II) having a melting point of 238° - 239.5° C. (with decomposition). The product thus obtained was confirmed by IR and NMR spectral analyses and elemental analysis.

Provenance & Evidence