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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 909246Generated: November 1, 2026

Dicyclohexylcarbodiimide → N,N'-Dicyclohexylurea

https://huagongshe.com/reaction/909246

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantmonoMethyl adipateHCID 12328—
ReactantN-HydroxysuccinimideHCID 80170—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylformamideHCID 6228—
ProductN,N'-DicyclohexylureaHCID 4277—

Reaction Steps

Step 1, Compound 4: Adipic acid monomethyl ester is treated with one molar equivalent of DCC, DMAP and N-hydroxysuccinimide in DMF for 30 min. To this a molar equivalent of the compound obtained from Step 3a (Example 1) is added and stirred at ambient temperature for 8 h. Dicylcohexylurea formed during the course of the reaction is filtered off and the product is extracted into ethyl acetate, washed with sodium bicarbonate solution followed by standard workup. The methyl ester thus obtained is treated with LiOH in THF/water to obtain compound 4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08017762B2
Source datasetuspto-grants-2011_09
ORD IDord-b13244e775b141449d8dc39fb48b6ffa
Source noteuspto-grants-2011_09