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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666653Generated: October 26, 2026

N-methyl-2-pyrrolidone → 2-Chloro-6-methoxy-4-methylquinazoline

https://huagongshe.com/reaction/1666653

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantAmmonium ChlorideHCID 25517—
Reactant2,4-Dichloro-6-methoxyquinazolineHCID 9991397—
ReactantHCID 178418332HCID 178418332—
CatalystFerric acetylacetonateHCID 5483663—
SolventTetrahydrofuranHCID 8028—
Product2-Chloro-6-methoxy-4-methylquinazolineHCID 57970184—

Reaction Steps

To a mixed solution of 2,4-dichloro-6-methoxyquinazoline (CAS.105763-77-7) (0.15 g), iron(III) acetyl acetonate (0.023 g), N-methyl-2-pyrrolidinone (0.4 mL), and THF (8 mL) was added a solution (0.22 mL) of 3 M methyl magnesium chloride in THF at room temperature, and the mixture was stirred for 12 h. The reaction mixture was added dropwise to a mixture of ice (30 g) and ammonium chloride (0.3 g), and then the aqueous layer was extracted with chloroform. The organic layer was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (silica gel, chloroform) and crystallized with diisopropyl ether to obtain 2-chloro-6-methoxy-4-methylquinazoline (0.08 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044068B2
Source datasetuspto-grants-2011_10
ORD IDord-c3823bd771b54c7b9bdaaff9c8c25b50
Source noteuspto-grants-2011_10