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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 557146Generated: October 30, 2026

Chloroform → 2-(4-Dimethylamino-butyl)-6,7-dimethoxy-1-methyl-1H-quinazoline-4-one

https://huagongshe.com/reaction/557146

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantThionyl ChlorideHCID 24386—
Reactant2-(Dimethylamino)pentanoic acidHCID 17883462—
Reactant4,5-Dimethoxy-2-(methylamino)benzamideHCID 66991473—
Product2-(4-Dimethylamino-butyl)-6,7-dimethoxy-1-methyl-1H-quinazoline-4-oneHCID 66991391—

Reaction Conditions

Temperature57.5 °C

Reaction Steps

3.80 g (20.9 mmol) dimethylamino-pentanoic acid were added to 25 ml thionyl chloride and stirred for 90 min. at 55-60° C. The remaining thionyl chloride was distilled in vacuum and the residue was added to a solution of 2.00 g (9.51 mmol) 4,5-Dimethoxy-2-methylamino-benzamide (see above) dissolved in 30 ml trichloromethane at 0° C. The mixture was boiled for 4 h. After filtration the residue was dissolved in trichloromethane and saturated sodium bicarbonate solution. The organic solution was dried over magnesium sulfate and evaporated under vacuum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058431B2
Source datasetuspto-grants-2011_11
ORD IDord-0ede7575ba9d4ff38b63af4f5474e58d
Source noteuspto-grants-2011_11