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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2416507Generated: November 2, 2026

Sodium Hydroxide → 5-(4-Methylphenyl)-1,2,4-oxadiazole

https://huagongshe.com/reaction/2416507

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1,4-DioxaneHCID 31275—
ReactantHydroxyamine hydrochlorideHCID 443297—
ReactantN-dimethylaminomethylene-4-methyl-benzamideHCID 22630938—
SolventAcetic AcidHCID 176—
Product5-(4-Methylphenyl)-1,2,4-oxadiazoleHCID 22339789—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 3.54 g (0.0510 mol) of hydroxylamine hydrochloride in a mixture of 10.2 mL (0.0510 mol) of 5 N NaOH, dioxane (50 mL), and 70% aq. acetic acid (100 mL), is added 6.79 g (0.0424) of N-[(dimethylamino)methylene]-4-methylbenzamide (prepared as described in J. Chem. Soc. Perkin. Trans. 1 1989, 589). The mixture is stirred at 90° C. for 1.5 h and the product is isolated from the cooled reaction mixture. MS 161 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06825170B2
Source datasetuspto-grants-2004_11
ORD IDord-0b8a2221974b43c1a2e7a644e0119835
Source noteuspto-grants-2004_11