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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1850012Generated: November 3, 2026

Pyridine → 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide

https://huagongshe.com/reaction/1850012

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantAnilineHCID 6115—
ReactantAcrylic AcidHCID 6581—
ReactantAcryloyl chlorideHCID 13140—
ReactantDiisopropylethylamineHCID 81531—
ReactantSodium BicarbonateHCID 516892—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
Product1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—

Reaction Steps

Subsequently, the aniline compound of formula (II) is subjected to a reaction with an acryloyl chloride substituted with A and B, in an organic solvent (e.g., methylene chloride or tetrohydrofuran) or a mixed solvent such as 50% aqueous tetrohydrofuran in the presence of an inorganic base (e.g., sodium bicarbonate) or organic base (e.g., triethylamine or diisopropylethylamine) at a low temperature ranging from −10° C. to 10° C.; or with acrylic acid substituted with A and B, in pyridine using a coupling agent (e.g., 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDCI) or 2-(1H-7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyl uronium hexafluoro phosphate methaneaminium (HATU)), to obtain the inventive compound of formula (I) having an acrylamide group.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957065B2
Source datasetuspto-grants-2015_02
ORD IDord-943db70fc6a546818b7520ab468c7b22
Source noteuspto-grants-2015_02