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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1594836Generated: October 31, 2026

Dimethylformamide → 4,6-Dichloropyrido[3,4-d]pyrimidine

https://huagongshe.com/reaction/1594836

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
Reactant6-chloro-3H,4H-pyrido[3,4-d]pyrimidin-4-oneHCID 135480525—
SolventTolueneHCID 1140—
Product4,6-Dichloropyrido[3,4-d]pyrimidineHCID 10821876—

Reaction Steps

DMF (0.1 ml) was added to 6chloro-3H-pyrido[3,4-d]pyrimidin-4-one (1.82 g, 10 mmol) followed by dropwise addition of thionyl chloride (10 ml). The flask was fitted with a condenser and a drylng tube and the contents heated to reflux for ˜20 minutes whereupon the solids dissolved. The heating was continued for a further 1 h and then cooled. Toluene was added to wash the sides of the flask and the solvents were evaporated in vacuo. Azeotroping with toluene was repeated twice and the crude so obtained was taken through to the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06284764B1
Source datasetuspto-grants-2001_09
ORD IDord-008fd12ca25a4e7c9591053ec9daab44
Source noteuspto-grants-2001_09