HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-[N-Benzyl-N-(3-hydroxypropyl)amino]-4-chloro-2-methyl-3(2H)-pyridazinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 3-(Benzylamino)propanol | HCID 78448 | — |
| Reactant | 3(2H)-Pyridazinone, 4,5-dichloro-2-methyl- | HCID 120462 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-[N-Benzyl-N-(3-hydroxypropyl)amino]-4-chloro-2-methyl-3(2H)-pyridazinone | HCID 18176469 | 54% |
Reaction Steps
A solution of 11.48 g (64,1 mmol) of 4,5-dichloro-2-methyl-3(2H)-pyridazinone and 31.84 g (193.0 mmol) of 3-(N-benzylamino)propanol in 250 ml of water is boiled for 25 hours while stirring. The mixture is cooled, its pH is set with concentrated hydrochloric acid to 3 and it is extracted with 2×400 ml of ethyl acetate. The organic phase is dried and evaporated, 10 ml of ethyl acetate are added to the evaporation residue, then it is left to stand overnight at −10° C. The precipitated crystals are filtered and washed with ethyl acetate and then with diethyl ether. In this way 10.60 g (54%) of the title compound are obtained with a melting point of 94-95° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06602865B1 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-838347e9268b46adbbb3b2e4df592739 |
| Source note | uspto-grants-2003_08 |