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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1854807Generated: October 26, 2026

Oxalyl chloride → 3,5-Dichloro-1-methyl-1,2-dihydropyrazin-2-one

https://huagongshe.com/reaction/1854807

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantAcetonitrile, 2-(methylamino)-, hydrochloride (1:1)HCID 117641—
Solvent1,2-DichlorobenzeneHCID 7239—
Product3,5-Dichloro-1-methyl-1,2-dihydropyrazin-2-oneHCID 1306296860.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

3.29 g (30.8 mmoles) of methylamino-acetonitrile hydrochloride is placed in the presence of 19.6 g (154 mmoles) of oxalyl chloride in 30 ml of 1,2-dichlorobenzene. The mixture is heated for 8 hours at 80° C. After concentrating the reaction medium to dryness, the residue obtained is purified by flash chromatography (Petroleum ether-CH2Cl2 gradient 100-0 to 0-100). 3.35 g of intermediate 4c is obtained in beige powder form (yield: 60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962837B2
Source datasetuspto-grants-2015_02
ORD IDord-fbeeb1286590426a8f7b14de02b2d71d
Source noteuspto-grants-2015_02