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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2286570Generated: November 1, 2026

Dicyclohexylcarbodiimide → N,N'-Dicyclohexylurea

https://huagongshe.com/reaction/2286570

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant3-Amino-3-Oxopropanoic AcidHCID 75367—
ReactantAziridine-2-carbonitrileHCID 118115—
SolventTetrahydrofuranHCID 8028—
ProductN,N'-DicyclohexylureaHCID 4277—

Reaction Conditions

Temperature0 °C

Reaction Steps

2.15 g. Dicyclohexylcarbodiimide are introduced portionwise at 0° to 5° C. into a suspension of 1.03 g. carbamoylacetic acid and 0.68 g. 2-cyanoaziridine in 18 ml. tetrahydrofuran. The reaction mixture is stirred for 1 hour at 0° C. and then for 2 hours at ambient temperature. It is then filtered with suction and the solid material is washed with tetrahydrofuran and diethyl ether into the filtrate, 2.2 g. dicyclohexylurea (m.p. 226°-228° C.) being obtained. The filtrate is evaporated in a vacuum and the evaporation residue is triturated with ether to give 1.3 g. 1-carbamoylacetyl-2-cyanoaziridine; m.p. 115°-119° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04267174
Source datasetuspto-grants-1981_05
ORD IDord-71adc97e9e564a7ca15bf66a3492acaa
Source noteuspto-grants-1981_05