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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1954652Generated: October 29, 2026

Dicyclohexylcarbodiimide → N,N'-Dicyclohexylurea

https://huagongshe.com/reaction/1954652

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant2-DimethylaminopyridineHCID 21885—
ReactantN-HydroxysuccinimideHCID 80170—
Reactant1,2-Dipalmitoyl-3-succinylglycerolHCID 130020—
SolventAcetonitrileHCID 6342—
ProductN,N'-DicyclohexylureaHCID 4277—

Reaction Steps

The targeted formulation disclosed in Example 11 of commonly owned U.S. application Ser. No. 08/851,780, filed May 6, 1997 (the disclosure of which is incorporated herein by reference), was prepared in the following manner: to a cooled (0 to 5° C.) solution of 1,2-dipalmitoyl-sn-glycero-3-succinate 66.8 mg, N-hydroxy-succinimide 11.5 mg, dimethylaminopyridine (DMAP) 2 mg and acetonitrile 40 mL in a 100 mL round bottom flask was added dropwise to a solution of dicyclohexyl carbodiimide (DCC) 20.6 mg in acetonitrile 10 mL. The resulting mixture was stirred for 5 hours. The solid material which formed during the reaction (dicyclohexylurea) was removed by filtration, and the filtrate was concentrated in vacuo to yield 78 mg of a white product of N-DPGS-succinimide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06123923
Source datasetuspto-grants-2000_09
ORD IDord-138b1092a39d4c05943a22d2ad3327b3
Source noteuspto-grants-2000_09