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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666062Generated: October 26, 2026

Thionyl Chloride → 4,6-Dichloro-2-(methylsulfanyl)pyrimidine-5-carbonitrile

https://huagongshe.com/reaction/1666062

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant4,6-Dichloro-2-(methylthio)-5-pyrimidinecarbaldehyde oximeHCID 21822251—
Product4,6-Dichloro-2-(methylsulfanyl)pyrimidine-5-carbonitrileHCID 4201620—

Reaction Steps

4,6-Dichloro-2-methylsulfanyl-pyrimidine-5-carbaldehyde oxime (7.20 g, 30.38 mmol) was added to neat thionyl chloride (29.63 g, 245 mmol), then the mixture was heated to reflux for 4 hours. The reaction mixture was poured onto ice-water. The precipitate of 4,6-dichloro-2-methylsulfanyl-pyrimidine-5-carbonitrile was collected and dried (Yield=6.15 g, 92%). 1H-NMR (300 MHz, CDCl3): δ 2.75 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044040B2
Source datasetuspto-grants-2011_10
ORD IDord-c8d00a9692284297bc63e6ee3f370e86
Source noteuspto-grants-2011_10