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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 545629Generated: October 31, 2026

Potassium Carbonate → 3-(4-methoxybenzyl)-1-benzyl-6-chloro-3,4-dihydroquinazolin-2(1H)-one

https://huagongshe.com/reaction/545629

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantBenzyl isocyanateHCID 76639—
ReactantHCID 66158876HCID 66158876—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
Product3-(4-methoxybenzyl)-1-benzyl-6-chloro-3,4-dihydroquinazolin-2(1H)-oneHCID 67188968—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a stirring mixture of N-(4-methoxybenzyl)(2-bromo-5-chlorophenyl)methanamine (0.94 g, 2.77 mmol), Pd(PPh3)4 (0.32 g, 0.277 mmol), and K2CO3 (0.77 g, 5.55 mmol) was added DMF (5.0 mL), followed by slow addition of benzyl isocyanate (0.38 mL, 3.05 mmol) at 0° C. The mixture was heated at 120° C. for 4 hrs. The resulting mixture was concentrated and passed through a short path of silica gel and eluted with DCM until the product eluted. The combined organic layers were concentrated to give the product 3-(4-methoxybenzyl)-1-benzyl-6-chloro-3,4-dihydroquinazolin-2(1H)-one as a pale yellow foam. MS m/e 340 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935709B2
Source datasetuspto-grants-2011_05
ORD IDord-3745554f7bb44bcd8985aa7ec01b93b3
Source noteuspto-grants-2011_05