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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 236538Generated: October 25, 2026

L-Aspartic Acid → N-(4-nitrophenylcarbamoyl)-L-aspartic acid

https://huagongshe.com/reaction/236538

Reaction equation

Participants

RoleNameHCIDCharge
ReactantL-Aspartic AcidHCID 5960—
ReactantBenzene, 1-isocyanato-4-nitro-HCID 66012—
SolventBenzeneHCID 241—
SolventWaterHCID 962—
SolventSodium HydroxideHCID 14798—
ProductN-(4-nitrophenylcarbamoyl)-L-aspartic acidHCID 5406299179.4%

Reaction Steps

4.56 g (0.0568 mol) of L-aspartic acid are dissolved in water by addition of sodium hydroxide until a pH close to 10 is obtained. A solution of 10 g (0.0568 mol) of 4-nitrophenyl isocyanate in 50 cm3 of benzene is then added at room temperature. The solution is stirred vigorously for two hours whilst maintaining the pH at around 10 by successive addition of a concentrated sodium hydroxide solution. The weak precipitate formed is eliminated by filtration and the filtrate is washed with 3×50 cm3 of ethyl ether. The aqueous phase is then acidified and extracted with ethyl acetate, which makes it possible to obtain, after drying over anhydrous sodium sulfate and after concentration, 13.4 g (yield 76%) of a yellow solid of which the melting point is 118°-120° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04645678
Source datasetuspto-grants-1987_02
ORD IDord-15ed483e85bb4b299aeeadfab2a9cee7
Source noteuspto-grants-1987_02