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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2221142Generated: October 30, 2026

Methyl iodide → 6-Iodo-3-methyl-3H-quinazolin-4-one

https://huagongshe.com/reaction/2221142

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant6-Iodoquinazolin-4-oneHCID 135401666—
SolventDimethylformamideHCID 6228—
SolventChloroform isopropyl alcoholHCID 21906603—
Product6-Iodo-3-methyl-3H-quinazolin-4-oneHCID 1713909195%

Reaction Steps

Suspend sodium hydride (1.13 g, 47 mmol) in a solution of 6-iodo-3H-quinazolin-4-one (2.5 g, 9.2 mmol) in DMF. Stir at room temperature for 20 min, add iodomethane (6.6 g, 46 mmol) into the mixture and stir for 2 h. Dilute the mixture with 3:1 chloroform/isopropyl alcohol and wash with saturated sodium chloride solution. Dry the organic phase (sodium sulfate) and concentrate in vacuo. Purify the residue with flash chromatography (dichloromethane to dichloromethane/methanol) to give 2.5 g (95%) of the titled compound as a white solid. MS ES+ m/e 287 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07368445B2
Source datasetuspto-grants-2008_05
ORD IDord-a95ffa6bc9e64b9a95750d43f1b9f424
Source noteuspto-grants-2008_05