HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → N-[2-Hydroxy-2-[3(2-quinolinylmethoxy)phenyl]ethyl]-2-pyridine carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | 4,5-Dihydro-5-[3-[(2-quinolinyl)methoxy]phenyl]-2-(2-pyridyl)-1,3-oxazole | HCID 13914265 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N-[2-Hydroxy-2-[3(2-quinolinylmethoxy)phenyl]ethyl]-2-pyridine carboxamide | HCID 13914269 | — |
Reaction Steps
A solution of 3.9 g (0.01 mol) of 4,5-dihydro-5-[3-[(2-quinolinyl)methoxy]phenyl]-2-(2-pyridyl)-1,3-oxazole in 100 ml of acetonitrile, 10 ml of water, and 1 ml of concentrated hydrochloric acid is heated on a steam bath for 5 hours. The solvents are evaporated and the residue is dissolved in a mixture of aqueous sodium bicarbonate and ethyl acetate. The ethyl acetate solution is separated and washed with dilute aqueous sodium chloride solution. The ethyl acetate solution is dried over anhydrous magnesium sulfate, filtered, and evaporated. The residue is dissolved in hot ethyl acetate and the solution is distilled with hexane to obtain crystals (2.2 g), m.p. 126°-129° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04876346 |
| Source dataset | uspto-grants-1989_10 |
| ORD ID | ord-637b22dc493643be814fa861d86c3580 |
| Source note | uspto-grants-1989_10 |