Hydrochloric Acid → 3,4-Dihydrocarbostyril hydrochloride

Temperature

50 °C

2.7 Grams of 6-(1-oxo-4-chlorobutyl)-3,4-dihydrocarbostyril and 1.5 g of sodium iodide were mixed in 30 ml of dimethyl sulfoxide and the mixture was stirred at 50° C. for 2 hours. Then to the reaction mixture were added 2.0 g of 4-(3,4-methylenedioxyphenyl)-piperazine and 3 g of DBU and the reaction mixture was stirred at 70°-80° C. for 5 hours. After the reaction was completed, the reaction mixture was poured into 10 ml of 2%-sodium hydrogencarbonate and the organic layer was extracted with chloroform. The chloroform layer was washed with water, dried and chloroform was removed by distillation. To the residue thus obtained were added 50 ml of methanol and 5 ml of concentrated hydrochloric acid and the mixture was concentrated under a reduced pressure to dryness. The residue thus obtained was crystallized by adding ethanol-acetone to obtain crude crystals, and the crude crystals were recrystallized from ethanol-water. 2.1 Grams of 6-{1-oxo-4-(3,4-methylenedioxy-phenyl)-1-piperazinyl]butyl}-3,4-dihydrocarbostyril monohydrochloride in colorless powdery crystals were obtained.

1. stirringthe reaction mixture was stirred at 70°-80° C. for 5 hours
2. extractionthe organic layer was extracted with chloroform
3. washThe chloroform layer was washed with water
4. customdried
5. customchloroform was removed by distillation
6. customTo the residue thus obtained
7. concentrationthe mixture was concentrated under a reduced pressure to dryness
8. customThe residue thus obtained
9. customwas crystallized
10. additionby adding ethanol-acetone
11. customto obtain crude crystals
12. customthe crude crystals were recrystallized from ethanol-water

ORD record

ord-21fff5e859374518a2d87213b49b0e59

Source dataset

uspto-grants-1984_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04460593