Pyridine → HCID 86735577, compound

A mixture of 4.6 mmol (1.20 g) of 3', 4'-dichloro-4-ethoxybutyrophenone (melting point 52°-54° C), 4.7 mmol (0.70 g) of 2-aminooxyethylamine dihydrochloride, 2.5 ml of pyridine and 5 ml of absolute ethanol was refluxed for 2.5 hours. The reaction mixture was evaporated to dryness in vacuo and the residue was dissolved in 40 ml of water. This solution was washed twice with 15 ml of petroleum ether (boiling point 40°-60° C), rendered alkaline with 10 ml of 2N sodium hydroxide solution and then extracted three times with 20 ml of ether. After washing the collected ether extracts with 10 ml of water and drying over sodium sulphate, the ether was evaporated in vacuo. The resulting base was then evaporated to dryness three times with 20 ml of toluene. Subsequently the hydrochloride was prepared by means of alcoholic hydrochloric acid. This was recrystallized from an ether/petroleum ether mixture. The melting point of the resulting above entitled compound was 92°-94° C.

1. temperaturewas refluxed for 2.5 hours
2. customThe reaction mixture was evaporated to dryness in vacuo
3. dissolutionthe residue was dissolved in 40 ml of water
4. washThis solution was washed twice with 15 ml of petroleum ether (boiling point 40°-60° C)
5. extractionextracted three times with 20 ml of ether
6. washAfter washing the collected ether
7. dry with materialdrying over sodium sulphate
8. customthe ether was evaporated in vacuo
9. customThe resulting base was then evaporated to dryness three times with 20 ml of toluene
10. customThis was recrystallized from an ether/petroleum ether mixture
11. customwas 92°-94° C.

ORD record

ord-1af31c95cf644be3941db134edd7d116

Source dataset

uspto-grants-1978_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04081552