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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 643071Generated: October 30, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 90904917, compound

https://huagongshe.com/reaction/643071

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
ReactantBenzylhydrazine dihydrochlorideHCID 146540—
ReactantHCID 86599729HCID 86599729—
SolventTetrahydrofuranHCID 8028—
ProductHCID 90904917HCID 9090491747%

Reaction Conditions

Temperature25 °C

Reaction Steps

A solution of Example 3A (3.32 g, 17.5 mmol) in THF (70 mL) was treated with benzylhydrazine di-HCl salt (3.42 g, 1 equivalent), diisopropylethyl amine (9.2 mL, 3 equivalents), EDAC (6.05 g, 1.8 equivalents), and HOBT (3.56 g, 1.5 equivalents), and stirred at 25° C. for 16 hrs. The solvents were evaporated, and the crude residue was partitioned between chloroform and 10% sodium bicarbonate. The organic layer was separated, washed with 10% sodium bicarbonate, brine, dried over sodium sulfate, filtered and the solvents were evaporated. The crude residue was purified using 1% methanol/chloroform to give 2.41 g (47%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696226B2
Source datasetuspto-grants-2010_04
ORD IDord-7cff39c88eeb428dbb29db32ccbb4d3b
Source noteuspto-grants-2010_04