METHYL OROTATE Chemical Properties

Melting point:

244 °C

Boiling point:

299.73°C (rough estimate)

Density 

1.5523 (rough estimate)

refractive index 

1.5100 (estimate)

storage temp. 

Sealed in dry,Room Temperature

form 

Powder

pka

5.42±0.10(Predicted)

color 

Off-white to yellow or light brown

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

37/39-26

HS Code 

29349990

MSDS

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METHYL OROTATE Usage And Synthesis

Uses

Methyl Orotate is used in the synthesis of pyrrimidine hydrazine acids used in peptide recognition. Also used in the preparation of pyrimidines bearing an acyclic moiety.

Chemical Properties

yellow to light brown crystalline powder

Uses

Methyl Orotate is used in the synthesis of pyrrimidine hydrazine acids used in peptide recognition. Also used in the preparation of pyrimidines bearing an acyclic moiety.

Synthesis

To a 500 mL three-necked flask was added whey acid (15.6 g, 0.10 mol), followed by 300 mL of anhydrous methanol, stirring and cooling the reaction system to 0°C. Thionyl chloride (10.9 mL, 0.15 mol) was added dropwise, slowly, while maintaining the temperature at 0-5°C. The reaction system was then cooled to 0°C. The reaction system was then cooled to 0°C. The reaction system was then cooled to 0°C. After the dropwise addition, the reaction system was warmed up to reflux and the reaction was continued for 6 hours. Upon completion of the reaction, the reaction mixture was slightly cooled and subsequently dried under vacuum to remove the solvent. To the residue, 50 mL of anhydrous methanol was added and removed with thorough stirring. Next, 150 mL of methyl tert-butyl ether was added and stirred at room temperature for 1 hour. Finally, the solid product was collected by filtration and washed with methyl tert-butyl ether to afford 15.8 g of the target compound, methyl 2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylate, in 92.9% yield.

References

[1] Patent: CN106831607, 2017, A. Location in patent: Paragraph 0047
[2] Canadian Journal of Chemistry, 2005, vol. 83, # 10, p. 1731 - 1740
[3] Nucleosides, Nucleotides and Nucleic Acids, 2005, vol. 24, # 5-7, p. 1123 - 1126
[4] Chemische Berichte, 1930, vol. 63, p. 1000
[5] Journal of the American Chemical Society, 1947, vol. 69, p. 675

METHYL OROTATE(6153-44-2)Related Product Information

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