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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57675Generated: October 29, 2026

Ethyl Acetate → 4-Chloro-5,7-dimethyl-2-phenylimidazo[5,1-f][1,2,4]triazine

https://huagongshe.com/reaction/57675

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantSodium BicarbonateHCID 516892—
Reactant5,7-Dimethyl-2-phenylimidazo[5,1-f][1,2,4]triazin-4(3H)-oneHCID 135708002—
Product4-Chloro-5,7-dimethyl-2-phenylimidazo[5,1-f][1,2,4]triazineHCID 58170015—

Reaction Steps

700 mg (2.9 mmol) of 5,7-dimethyl-2-phenylimidazo[5,1-f][1,2,4]triazin-4(3H)-one (Example 15A) were dissolved in 8 ml of phosphoryl chloride and stirred at reflux for 12 h. The reaction mixture was poured into 170 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. This gave 657 mg (80% of theory) of the product as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434731B2
Source datasetuspto-grants-2016_09
ORD IDord-eee023c61ed747e2a328f887c5641585
Source noteuspto-grants-2016_09