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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 361387Generated: October 30, 2026

Oxalyl chloride → 1-allyl-3,5-dichloro-6-methylpyrazin-2(1H)-one

https://huagongshe.com/reaction/361387

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
Reactantalpha-(Allylamino)-propionitrile hydrochlorideHCID 86753643—
Solvent1,2-DichlorobenzeneHCID 7239—
Product1-allyl-3,5-dichloro-6-methylpyrazin-2(1H)-oneHCID 10656474—

Reaction Conditions

Temperature100 °C

Reaction Steps

A stirred mixture of oxalyl chloride (30.5 ml, 0.35 mol) and α-(allylamino)-propionitrile hydrochloride (10.26 g, 70 mmol) in o-dichlorobenzene (100 ml) was heated to 100° C. for 15 h. The solvent was evaporated in vacuo and the residual black oil was purified by flash column chromatography on silica (eluting with 30% ethyl acetate hexanes) to give the title compound as a tan crystalline solid:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05866573
Source datasetuspto-grants-1999_02
ORD IDord-8200cd043eaa47b08fa9df0fa2a8c828
Source noteuspto-grants-1999_02