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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1699097Generated: October 30, 2026

Ethyl chloroacetate → Ethyl (7-chloro-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl)acetate

https://huagongshe.com/reaction/1699097

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl chloroacetateHCID 7751—
Reactant7-Chloroquinazoline-2,4-diolHCID 246858—
ReactantSodium BromideHCID 253881—
Reactant7-Chloro-2,4-bis(trimethylsilyloxy)quinazolineHCID 11824019—
SolventPropylene CarbonateHCID 7924—
ProductEthyl (7-chloro-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl)acetateHCID 983869194%

Reaction Steps

As in Example 1, 7-chloro-2,4-dioxo-1,2,3,4-tetrahydroquinazoline (20 g) was silylated and the toluene was distilled off to give a concentrate containing 7-chloro-2,4-bis(trimethylsilyloxy)quinazoline. To this concentrate were added propylene carbonate (40 ml), ethyl chloroacetate (16.21 g) and sodium bromide (2.09 g), and the reaction was carried out at an internal temperature of 125˜140° C. for 10 hours. This reaction mixture was cooled to ≦70° C. and worked up as in Example 1 to provide ethyl 2-(7-chloro-2,4-dioxo-1,2,3,4-tetrahydroquinazolin-1-yl)acetate (27.02 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06344559B1
Source datasetuspto-grants-2002_02
ORD IDord-ac1a317ea09f459da0f03e953f320291
Source noteuspto-grants-2002_02