5706. Maleuric Acid

Nomenclature

CAS number: 105-61-3
(Z)-4-[(Aminocarbonyl)amino]-4-oxo-2-butenoic acid; N-carbamoylmaleamic acid; maleylurea.
C5H6N2O4; mol wt 158.11.
C 37.98%, H 3.82%, N 17.72%, O 40.48%.

Description and references

Prepd from maleic anhydride and urea: Dunlap, Phelps, Am. Chem. J. 19, 492 (1897); Batt et al., J. Am. Chem. Soc. 76, 3663 (1954).

Chemical structure

Properties

Crystals from hot water, dec 158.5°. uv max: 235 nm (ε 8720). Sol in hot acetic acid. Practically insol in cold water, cold acetic acid, acetone, ligroin, chloroform, alc, ether.

Derivative

Methyl ester.

Properties

Crystals, mp 113-114°. Sol in hot water, methanol, ethanol, acetone, dioxane.

Derivative

Butyl ester.

Properties

Crystals, mp 95-98°. Sol in ethanol, acetone, benzene, chloroform.