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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 457716Generated: October 25, 2026

Dimethylformamide → 6-Bromo-4-chloro-2-(2-fluorophenyl)quinazoline

https://huagongshe.com/reaction/457716

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
Reactant6-Bromo-2-(2-fluoro-phenyl)-3H-quinazolin-4-oneHCID 135843061—
SolventChloroformHCID 6212—
Product6-Bromo-4-chloro-2-(2-fluorophenyl)quinazolineHCID 1844065090%

Reaction Conditions

Temperature0 °C

Reaction Steps

6-Bromo-2-(2-fluoro-phenyl)-3H-quinazolin-4-one from Step C (1.5 g, 4.6 mmol) was suspended in chloroform in a 50 ml round bottomed flask equipped with magnetic stirrer. The flask was cooled to 0° C. and to it was added thionyl chloride (1.6 ml) drop wise followed by N,N-dimethyl formamide (0.01 ml) and the mixture heated to 80° C. for 4 hrs. The solvent was removed by evaporation in a rotary evaporator to leave a title compound as a solid (1.43 g, 90%). MS (ES) 338 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07189733B2
Source datasetuspto-grants-2007_03
ORD IDord-905d585b6330437fbc29f1f5cb2bf0ab
Source noteuspto-grants-2007_03