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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 128358Generated: October 25, 2026

Barbituric Acid → Ethylenediamine

https://huagongshe.com/reaction/128358

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBarbituric AcidHCID 6211—
Reactant1H-Isoindol-3-amine, 1-imino-HCID 18980—
ReactantN,N'-Ethylenebis(2-cyanoacetamide)HCID 76682—
ReactantHCID 178516258HCID 178516258—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
ProductEthylenediamineHCID 3301—
ProductEthyl cyanoacetateHCID 7764—
ProductN,N'-Ethylenebis(2-cyanoacetamide)HCID 76682—

Reaction Steps

3.87 g of 1-amino-3-imino-isoindolenine and 1.95 g of bis-cyanoacetylethylenediamine are heated in 50 ml of water for 2 hours to reflux temperature. Then 2.56 g of barbituric acid and 20 ml of acetic acid are added and the mixture is refluxed for a further 5 hours. The pigment is collected hot with suction and washed with water and dried, affording 5.1 g of a yellow colourant powder. When incorporated in lacquers without further treatment, this pigment produces brilliant, strong colourations of outstanding fastness to overstripe bleeding. For incorporation in printing inks or plastics, the pigment is advantageously brought into the form of a preparation. This is accomplished by known methods by coating the finely dispersed pigment with substrate-compatible resins. When the pigment is used in printing, brilliant yellow colourations of excellent lightfastness are obtained. The bis-cyanoacetylethylenediamine (m.p. 191° C.) is obtained by conventional methods by reaction of ethylenediamine with ethyl cyanoacetate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04259488
Source datasetuspto-grants-1981_03
ORD IDord-ecf5468935cf4ef5bb8fd07f3c8d4f85
Source noteuspto-grants-1981_03