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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1737208Generated: November 1, 2026

Sodium hydride → HCID 73848365, compound

https://huagongshe.com/reaction/1737208

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1-(naphthalen-2-yl)ethan-1-one oximeHCID 318566—
Reactant4-[2-(Bromomethyl)phenyl]-2,4-dihydro-5-methoxy-2-methyl-3H-1,2,4-triazol-3-oneHCID 11033832—
SolventDimethylformamideHCID 6228—
ProductHCID 73848365HCID 7384836579%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05962436
Source datasetuspto-grants-1999_10
ORD IDord-bfa59fe4836a4827a5efe68e2fc92c2b
Source noteuspto-grants-1999_10