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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1690000Generated: November 1, 2026

Dichloromethane → 4-Chloroquinazoline

https://huagongshe.com/reaction/1690000

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantBromotrimethylsilaneHCID 76113—
Reactant4(1H)-QuinazolinoneHCID 135408753—
Product4-ChloroquinazolineHCID 78864100%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of the quinazoline 2 (0.168 g, 0.29 mmol) in DCM (1.5 mL) was added TMSBr (0.079 mL, 0.61 mmol) at 0° C. The reaction was stirred for 1 h at 0° C., then for 1 h at RT. The reaction was quenched with water (3 mL) and stirred for 15 min. The aqueous layer was washed with EtOAc (5 mL), and dried with lyophilizer overnight to give desired product 3 as white foam (0.14 g, 100% yield). LC/MS (10-99%) M/Z 406.0 retention time 3.32 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153642B2
Source datasetuspto-grants-2012_04
ORD IDord-7273271edb2f44b081ecf3247c57f742
Source noteuspto-grants-2012_04