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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 878848Generated: October 31, 2026

Chlorosuccinimide → HCID 136337819, compound

https://huagongshe.com/reaction/878848

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
ReactantPotassium BicarbonateHCID 516893—
ReactantHCID 86654468HCID 86654468—
ReactantHCID 136337818HCID 136337818—
CatalystWaterHCID 962—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 136337819HCID 13633781911.7%

Reaction Conditions

Temperature70 °C

Reaction Steps

In a solution of 81 mg of 4-hydroxyiminomethyl-N-(methoxyiminomethyl)-2-methyl benzoic acid amide in 10 ml of 1,2-dimethoxyethane, 60 mg of N-chlorosuccinimide was added, and stirred at 70° C. for 45 minutes. Then, the reaction mixture was left and cooled to room temperature, and then 60 mg of 3-chloro-5-trifluoromethyl-1-(1-trifluoromethylethenyl)benzene, 40 mg of potassium hydrogen carbonate and 3 drops of water were added, and continued to stir at room temperature further for 15 hours. After the completion of the reaction, the reaction mixture was poured in 10 mL of water, and extracted with ethyl acetate (15 mL×2). The combined organic phases were dehydrated with and dried over saturated sodium chloride aqueous solution and then anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified with silica gel column chromatography that were eluated with ethyl acetate-hexane (gradient of 1:5 to 1:3) to obtain 13 mg of the aimed product as colorless resinous substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987464B2
Source datasetuspto-grants-2015_03
ORD IDord-dcb1fd13578b48d08e5fdcea28abed73
Source noteuspto-grants-2015_03