HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 73848365, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-(naphthalen-2-yl)ethan-1-one oxime | HCID 318566 | — |
| Reactant | 4-[2-(Bromomethyl)phenyl]-2,4-dihydro-5-methoxy-2-methyl-3H-1,2,4-triazol-3-one | HCID 11033832 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 73848365 | HCID 73848365 | 79% |
Reaction Steps
To a solution of 0.56 g (3.02 mmol) of 1-(2-naphthalenyl)ethanone oxime in 10 mL of DMF was added 0.13 g (3.28 mmol) of NaH. 0.75 (2.52 mmol) of the title compound of Step D was then added to the reaction and the mixture was stirred at room temperature for 3 h. The reaction mixture was washed successively with water and saturated NaCl and then extracted with ethyl acetate. The combined organic extracts were dried over magnesium sulfate, filtered, and concentrated. The crude product was purified by flash chromatography on silica gel using 60% ethyl acetate/hexane as eluent to give 0.80 g (79% yield) of the title compound of Step E, a compound of the invention, as a solid melting at 91-94° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05962436 |
| Source dataset | uspto-grants-1999_10 |
| ORD ID | ord-bfa59fe4836a4827a5efe68e2fc92c2b |
| Source note | uspto-grants-1999_10 |