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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1699099Generated: November 1, 2026

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

https://huagongshe.com/reaction/1699099

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromoacetateHCID 7748—
ReactantEthyl chloroacetateHCID 7751—
Reactant7-Chloroquinazoline-2,4-diolHCID 246858—
Reactant7-Chloro-2,4-bis(trimethylsilyloxy)quinazolineHCID 11824019—
ProductEthyl (7-chloro-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl)acetateHCID 983869195.7%

Reaction Steps

7-Chloro-2,4-dioxo-1,2,3,4-tetrahydroquinazoline (10 g) was treated as in Example 1 to give a concentrate containing 7-chloro-2,4-bis(trimethylsilyloxy)quinazoline. To this concentrate were added ethyl chloroacetate (21.70 g) and ethyl bromoacetate (1.70 g), and the reaction was carried out at an internal temperature of 130˜140° C. for 13 hours. This reaction mixture was cooled to ≦70° C. and worked up as in Example 4 to provide ethyl 2-(7-chloro-2,4-dioxo-1,2,3,4-tetrahydroquinazolin-1-yl)acetate (13.76 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06344559B1
Source datasetuspto-grants-2002_02
ORD IDord-121becbfaa7f4420b65e5510dabd8207
Source noteuspto-grants-2002_02