5-CARBETHOXYURACIL Chemical Properties

Melting point:

232-235°C

Density 

1.344±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

7.17±0.10(Predicted)

form 

Crystalline Powder

color 

White

InChI

InChI=1S/C7H8N2O4/c1-2-13-6(11)4-3-8-7(12)9-5(4)10/h3H,2H2,1H3,(H2,8,9,10,12)

InChIKey

MKNYHTGOVKPZMU-UHFFFAOYSA-N

SMILES

C1(=O)NC=C(C(OCC)=O)C(=O)N1

CAS DataBase Reference

28485-17-8

Safety Information

Safety Statements 

24/25-22

WGK Germany 

3

HS Code 

29335990

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

5-CARBETHOXYURACIL Usage And Synthesis

Chemical Properties

White crystalline powder

Synthesis

Step 1. Urea (12 g, 200 mmol) was added to an ethanol solution (300 mL) of sodium ethoxide pre-prepared from sodium metal (5.52 g, 240 mmol, 1.2 equiv). Diethyl 2-(ethoxymethylene)malonate (43.2 g, 200 mmol, 1.0 eq.) was then added and the reaction mixture was stirred at 20 °C for 24 h. The reaction mixture was then warmed up to 90 °C and continued to be stirred for 24 h. The reaction mixture was then stirred at 20 °C for 24 h. Upon completion of the reaction, ethanol was removed by distillation under reduced pressure. Ice water (100 mL) was added to the residue to dissolve the solid. The product was precipitated by dropwise addition of cold dilute hydrochloric acid. The solid was collected by filtration to afford ethyl 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate (8.5 g, 23% yield), which could be used in subsequent steps without further purification.

References

[1] Patent: WO2011/19405, 2011, A1. Location in patent: Page/Page column 119

5-CARBETHOXYURACIL(28485-17-8)Related Product Information

• 5-CARBETHOXYURACIL
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• 6-AMINO-1,3-DIMETHYL-2,4-DIOXO-1,2,3,4-TETRAHYDRO-PYRIMIDINE-5-CARBOXYLIC ACID METHYL ESTER
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• N,N''-OXALYLBIS[3-(3-METHOXYPROPYL)-5-CARBETHOXYURACIL]