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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2286567Generated: October 30, 2026

Dicyclohexylcarbodiimide → HCID 23461463, compound

https://huagongshe.com/reaction/2286567

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactantp-Methylhippuric acidHCID 97479—
ReactantAziridine-2-carbonitrileHCID 118115—
SolventTetrahydrofuranHCID 8028—
ProductHCID 23461463HCID 23461463—

Reaction Steps

In a manner analogous to Example 10, from 0.96 g. p-toluoylglycine (m.p. 161°-162° C.) and 0.34 g. 2-cyanoaziridine in 10 ml. tetrahydrofuran, after the addition of 1.08 g. dicyclohexylcarbodiimide at 10°-15° C., stirring for 30 minutes at 10°-15° C. and for 2 hours at ambient temperature and after filtering off with suction 1.1 g. dicyclohexylurea (m.p. 228° C.) and evaporation of the filtrate in a vacuum, there is obtained the desired compound in crude form. This is dissolved in ethyl acetate, the solution is shaken up with a saturated aqueous solution of sodium bicarbonate and the organic phase is dried and evaporated. The evaporation residue is repeatedly triturated with diethyl ether to give 0.95 g. 1-(4-methylbenzamidoacetyl)-2-cyanoaziridine; m.p. 92°-94° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04267174
Source datasetuspto-grants-1981_05
ORD IDord-ec6357942fdc4d9a8f511aecaa4b69fb
Source noteuspto-grants-1981_05