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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 444812Generated: October 27, 2026

Ethyl Acetate → 8-Chloro-6-(2,4-dichlorophenyl)imidazo[1,2-a]pyrazine

https://huagongshe.com/reaction/444812

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantSodium BicarbonateHCID 516892—
Reactant6-(2,4-Dichlorophenyl)imidazo[1,2-a]pyrazin-8(7H)-oneHCID 58169989—
Product8-Chloro-6-(2,4-dichlorophenyl)imidazo[1,2-a]pyrazineHCID 58170024—

Reaction Steps

650 mg (2.3 mmol) of 6-(2,4-dichlorophenyl)imidazo[1,2-a]pyrazin-8(7H)-one (Example 4A) were dissolved in 7 ml of phosphoryl chloride and stirred under reflux for 12 h. The reaction mixture was poured into 100 ml of saturated sodium bicarbonate solution, and solid sodium bicarbonate was added until a pH of 7 had been reached. Ethyl acetate was added, and the mixture was extracted. The organic phase was washed with saturated aqueous sodium chloride solution, dried over magnesium sulfate and concentrated on a rotary evaporator. Methanol was added to the residue, and the precipitated solid was filtered off and washed with methanol and diethyl ether and dried under high vacuum. This gave 400 mg (58% of theory) of the product as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476267B2
Source datasetuspto-grants-2013_07
ORD IDord-1bf6b86dd45c4063b67d42a607f6ab2e
Source noteuspto-grants-2013_07