Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 523218Generated: October 29, 2026

Triphosgene → 3-(3-bromo-2-methylphenyl)-8-methoxyquinazoline-2,4(1H,3H)-dione

https://huagongshe.com/reaction/523218

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphosgeneHCID 94429—
ReactantSodium BicarbonateHCID 516892—
Reactant2-amino-N-(3-bromo-2-methylphenyl)-3-methoxybenzamideHCID 107623964—
SolventTetrahydrofuranHCID 8028—
Product3-(3-bromo-2-methylphenyl)-8-methoxyquinazoline-2,4(1H,3H)-dioneHCID 117760671104.2%

Reaction Steps

A solution of 2-amino-N-(3-bromo-2-methylphenyl)-3-methoxybenzamide (302 mg, 0.901 mmol) and triphosgene (321 mg, 1.081 mmol) in THF (20 mL) was stirred at room temperature for 2 h. The mixture was treated carefully with saturated aqueous NaHCO3 and stirred until gas evolution ceased. The mixture was extracted twice with DCM, and the combined organic phases were washed with water, dried and concentrated to provide 3-(3-bromo-2-methylphenyl)-8-methoxyquinazoline-2,4(1H,3H)-dione (339 mg) which was used without further purification. Mass spectrum m/z 361, 363 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09334290B2
Source datasetuspto-grants-2016_05
ORD IDord-160b753a4a7f4402930a3f00d03658f8
Source noteuspto-grants-2016_05