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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1752591Generated: October 28, 2026

Chlorobenzene → 1-(4-methoxybenzyl)-3,5-dichloropyrazine-2(1H)-one

https://huagongshe.com/reaction/1752591

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorobenzeneHCID 7964—
ReactantOxalyl chlorideHCID 65578—
Reactant2-((4-Methoxybenzyl)amino)acetonitrileHCID 9989760—
Product1-(4-methoxybenzyl)-3,5-dichloropyrazine-2(1H)-oneHCID 1549846327.6%

Reaction Conditions

Temperature90 °C

Reaction Steps

Oxalyl chloride (17.5 ml, 200 mmol) was added dropwise via a dropping funnel to a mixture of compound (7) (8.5 g, 48.2 mmol) in chlorobenzene (60 ml). The reaction was heated at about 90° C. for about 16 h. The solvent was removed. The resulting mixture was deposited onto silica gel and loaded onto a silica gel column and eluted with Hex/EtOAc (10:1) to afford 3,5-dichloro-1-(4-methoxybenzyl)pyrazin-2(1H)-one (4.0 g, 13.33 mmol, 27.6% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09163019B2
Source datasetuspto-grants-2015_10
ORD IDord-d1e363b693b9486db13c1212ecc1d64a
Source noteuspto-grants-2015_10