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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1597247Generated: November 2, 2026

Dimethylformamide → HCID 22030960, compound

https://huagongshe.com/reaction/1597247

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
Reactant6-Methoxy-7-[2-(2-methoxyethoxy)ethoxy]quinazolin-4(1H)-oneHCID 135742285—
ProductHCID 22030960HCID 2203096087%

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of 6-methoxy-7-(2-(2-methoxyethoxy)ethoxy)quinazolin-4-one (930 mg, 3.2 mmol) in thionyl chloride (15 ml) containing DMF (150 μl) was heated at 60° C. for 1.5 hours. The volatiles were removed by evaporation. The residue was dissolved in methylene chloride, the solution was cooled to 5° C. and adjusted to pH8 by the addition of 5% aqueous sodium hydrogen carbonate solution. The organic layer was separated, washed with brine, dried (MgSO4), filtered and the volatiles were removed under vacuum. The residue was purified by column chromatography eluting with ethyl acetate to give 4-chloro-6-methoxy-7-(2-(2-methoxyethoxy)ethoxy)quinazoline (863 mg, 87%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06294532B1
Source datasetuspto-grants-2001_09
ORD IDord-6b563befe34843d6b951ef7dab9aa110
Source noteuspto-grants-2001_09