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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 544525Generated: November 1, 2026

Methyl iodide → HCID 15586989, compound

https://huagongshe.com/reaction/544525

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantAcetone cardiceHCID 18522661—
ReactantButyllithiumHCID 178418339—
ReactantHCID 178489421HCID 178489421—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
ProductHCID 15586989HCID 1558698990%

Reaction Steps

3-Dimethylamino-6-(o-methoxyphenyl)-5-oxo-2,5-dihydro-1,2,4-triazine (0.5 g) was dissolved in tetrahydrofuran (40 ml), and the mixture was cooled to -30° C. with dry ice/acetone. A solution of n-butyl lithium in n-hexane (15%, 1.2 ml) was dropwise added to the mixture, which was then warmed to room temperature. To the resultant mixture, methyl iodide (0.42 g) was dropwise added and, upon completion of the addition, the resulting mixture was stirred at room temperature for 10 hours to complete the reaction. Then, methanol (10 ml) was added thereto, and the resultant mixture was evaporated to dryness under reduced pressure to give a crude product. Recrystallization of the crude product from ethanol gave 0.47 g of 2-methyl-3-dimethylamino-6-(o-methoxyphenyl)-5-oxo-2,5-dihydro-1,2,4-triazine in 90% yield. M.P., 202° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04451283
Source datasetuspto-grants-1984_05
ORD IDord-295a926d0dea4447ab654571ab470be7
Source noteuspto-grants-1984_05