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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1009490Generated: October 30, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 58009604, compound

https://huagongshe.com/reaction/1009490

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantAmmonium ChlorideHCID 25517—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantHCID 24883170HCID 24883170—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 58009604HCID 5800960448.2%

Reaction Steps

185 mg of 4-[({N-(3-chloro-2-methylphenyl)-N-[(4-methylphenyl)sulfonyl]glycyl}amino)methyl]benzoic acid, 25 mg of ammonium chloride, and 62 mg of HOBt were dissolved in 2.00 mL of DMF, and 78 mg of WSC was added thereto, followed by stirring at room temperature overnight. To the reaction liquid was added water, followed by extraction with ethyl acetate, and the organic layer was washed with water, an aqueous sodium hydrogen carbonate solution, and water, and then dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=20:80 to 0:100) to obtain a product, which was recrystallized from ethanol/water (95:5) to obtain 89 mg of 4-[({N-(3-chloro-2-methylphenyl)-N-[(4-methylphenyl)sulfonyl]glycyl}amino)methyl]benzoic acid amide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973078B2
Source datasetuspto-grants-2011_07
ORD IDord-a88c0165b52f4cdebdc225baf791a038
Source noteuspto-grants-2011_07