| Identification | Back Directory | [Name]
METHYL OROTATE | [CAS]
6153-44-2 | [Synonyms]
NSC 42009
METHYL OROTATE
Methyl orothate.
Methyl orotate,99%
RARECHEM AL BF 1310
6-Carbomethyoxyuracil
6-Methylcarboxyuracil
Methyl orotate, 99% 25GR
OROTIC ACID METHYL ESTER
Methyl orotateOrotic acid methyl ester
methyl 2,6-dihydroxy-4-pyrimidinecarboxylate
methyl 2,6-dioxo-3H-pyrimidine-4-carboxylate
2,6-dioxo-3H-pyrimidine-4-carboxylic acid methyl ester
2,6-diketo-3H-pyrimidine-4-carboxylic acid methyl ester
methyl 2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylate
methyl 1,2,3,6-tetrahydro-2,6-dioxopyrimidine-4-carboxylate
4-PyriMidinecarboxylicacid, 1,2,3,6-tetrahydro-2,6-dioxo-, Methy
1,2,3,6-Tetrahydro-2,6-dioxo-4-pyrimidinecarboxylic acid methyl ester
4-PyriMidinecarboxylic acid, 1,2,3,6-tetrahydro-2,6-dioxo-, Methyl ester | [EINECS(EC#)]
228-171-9 | [Molecular Formula]
C6H6N2O4 | [MDL Number]
MFCD00010564 | [MOL File]
6153-44-2.mol | [Molecular Weight]
170.12 |
| Chemical Properties | Back Directory | [Appearance]
yellow to light brown crystalline powder | [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 |
| Questions And Answer | Back Directory | [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. |
| Hazard Information | Back Directory | [Chemical Properties]
yellow to light brown crystalline powder | [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 |
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