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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2070707Generated: October 26, 2026

1,2-Dichlorobenzene → 3-(3,5-Dichloro-2-oxo-1(2H)-pyrazinyl)-4-methyl-benzoic acid, methyl ester

https://huagongshe.com/reaction/2070707

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichlorobenzeneHCID 7239—
ReactantOxalyl chlorideHCID 65578—
ReactantMethyl 3-[(cyanomethyl)amino]-4-methylbenzoateHCID 86663236—
Product3-(3,5-Dichloro-2-oxo-1(2H)-pyrazinyl)-4-methyl-benzoic acid, methyl esterHCID 86663235—

Reaction Conditions

Temperature100 °C

Reaction Steps

To 3-[(cyanomethyl)amino]-4-methyl-benzoic acid, methyl ester (Example 1a, 1.2 g) was added 1,2-dichlorobenzene (20 mL) and oxalyl chloride (3 mL). The reaction was heated at 100° C. for four h before the volatiles were removed under reduced pressure. The residue was purified (SiO2 chromatography eluting with dichloromethane) to afford the subtitle compound (800 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299246B2
Source datasetuspto-grants-2012_10
ORD IDord-6409f92ec2f44a1c91a497b915131bf5
Source noteuspto-grants-2012_10