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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 729398Generated: October 26, 2026

Triphosgene → 3-Dibenzylamino-6,7-difluoro-1H-quinazoline-2,4-dione

https://huagongshe.com/reaction/729398

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphosgeneHCID 94429—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Amino4,5-difluorobenzoic acid, 2,2-dibenzylhydrazideHCID 86607132—
SolventDichloromethaneHCID 6344—
Product3-Dibenzylamino-6,7-difluoro-1H-quinazoline-2,4-dioneHCID 21979000198.7%

Reaction Conditions

Temperature25 °C

Reaction Steps

2-Amino-4,5-difluorobenzoic acid, 2,2-dibenzylhydrazide (Example 15) (0.81 g, 2.2 mmol) and triphosgene (0.33 g, 1.1 mmol) are combined in 100 mL of methylene chloride and stirred at 25° C. for 20 hours. The solution is poured into 200 mL of saturated NaHCO3, the layers are separated, and the aqueous layer is washed three times with ethyl acetate. The combined organic layers are dried over magnesium sulfate and then concentrated to give 0.86 g of the title compound as a solid. MS CI: m/z 394 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07582627B2
Source datasetuspto-grants-2009_09
ORD IDord-c89cc1e97cb646559a16e00824affd92
Source noteuspto-grants-2009_09