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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 714720Generated: October 29, 2026

Cesium carbonate → 4-Allyl-5-(4-chlorophenyl)-2-{[1-(2,6-dichlorobenzyl)-4-nitro-1H-imidazol-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-one

https://huagongshe.com/reaction/714720

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant5-(4-chlorophenyl)-4-allyl-2,4-dihydro-3H-1,2,4-triazol-3-oneHCID 49765602—
Reactant2-(Chloromethyl)-1-(2,6-dichlorobenzyl)-4-nitro-1H-imidazoleHCID 67409929—
SolventDimethylformamideHCID 6228—
Product4-Allyl-5-(4-chlorophenyl)-2-{[1-(2,6-dichlorobenzyl)-4-nitro-1H-imidazol-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-oneHCID 69940505—

Reaction Conditions

Temperature80 °C

Reaction Steps

110 mg (0.47 mmol) of the compound from Example 12A were dissolved in 10 ml of DMF, and 150 mg (0.47 mmol) of the compound from Example 41A and 229 mg (0.70 mmol) of cesium carbonate were added. The mixture was stirred at 80° C. for 16 h. After cooling to RT, the reaction mixture was added to about 25 ml of ice-water and stirred for 10 min. This resulted in the formation of a precipitate which was filtered off with suction and washed with water. The solid was dried under high vacuum. This gave 120 mg (44% of theory) of the target compound of a purity of 90%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187466B2
Source datasetuspto-grants-2015_11
ORD IDord-c83edcda6f7a4a998fd4583f8eb83acd
Source noteuspto-grants-2015_11