5-ETHOXYCARBONYL-4-(TRIFLUOROMETHYL)PYRIMIDIN-2(1H)-ONE Chemical Properties

Melting point:

165 °C

Density 

1.50±0.1 g/cm3(Predicted)

storage temp. 

2-8°C

pka

5.03±0.10(Predicted)

Appearance

White to off-white Solid

CAS DataBase Reference

154934-97-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39-37/39

Hazard Note 

Irritant

HS Code 

29335990

5-ETHOXYCARBONYL-4-(TRIFLUOROMETHYL)PYRIMIDIN-2(1H)-ONE Usage And Synthesis

Chemical Properties

White solid

Synthesis

Urea (2.9 g, 0.05 mol), ethyl 4,4,4-trifluoro-3-oxobutanoate (8.9 g, 0.05 mol) and triethyl orthoformate (7.9 g, 0.05 mol) were dissolved in ethanol (10 mL) under nitrogen protection. The reaction mixture was heated to 80 °C and maintained at this temperature for 4 hours. Upon completion of the reaction, the mixture was cooled to 20 °C and sodium ethanolate solution (21 wt% ethanol solution, 16.9 g, 0.05 mol) was slowly added with stirring for 15 minutes. After addition, stirring of the reaction mixture was continued for 2 hours. Subsequently, water (75 mL) and acetic acid (2 mL) were added to the reaction system at 20 to 30 °C. The resulting slurry was filtered and the filter cake was washed with water (20 mL) and dried at 45 °C. A final product of 8.2 g (72% yield) of the target product ethyl 2-hydroxy-4-trifluoromethyl-5-pyrimidinecarboxylate was obtained as a white solid.1H NMR (400 MHz, (CD3)2SO): δ = 8.69 (s, 1H), 4.24 (q, J = 7.1 Hz, 2H), 1.28 (t, J = 7.1 Hz, 3H). 13C NMR (100 MHz, (CD3)2SO): δ = 161.4, 158.7 (q, J = 35 Hz), 155.5, 154.7, 119.2 (q, J = 278 Hz), 105.7, 61.3, 13.7.

References

[1] Patent: WO2006/48297, 2006, A1. Location in patent: Page/Page column 5; 6

5-ETHOXYCARBONYL-4-(TRIFLUOROMETHYL)PYRIMIDIN-2(1H)-ONE(154934-97-1)Related Product Information

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