Methyl 1,2,3,6-tetrahydro-2,6-dioxo-4-pyrimidinecarboxylate

yellow to light brown crystalline powder

In a 500 mL three-necked flask, Add orotic acid(15.6 g, 0.10 mol), Then 300 mL of anhydrous methanol was added, Stirring down to 0 , Maintain the temperature 0 ~ 5 drop add thionyl chloride(10.9 mL, 0.15 mol), And the temperature was raised to reflux for 6 hours.Slightly cold, Vacuum drying solvent, Add 50 mL of anhydrous methanol to lift off.150 mL of methyl t-butyl ether was added, Stirred at room temperature for 1 hour, Filter, Methyl tert-butyl ether wash.dry, To obtain 15.8 g of compound 1, Yield 92.9percent.At room temperature, 78 g (0.5 mol) of orotic acid B0 (containing crystal water) and 5 ml of 98percent sulfuric acid were added to 200 ml of methanol and200 ml of dimethyl carbonate solution, refluxed for 30 h, tested with TLC until the reaction was complete, the resulting solid was concentrated, washed with heat Water washed, filtered by water, and then 300ml methanol recrystallization, hot air drying, get white solid, measured melting point: mp: 246 ° C to give 83 g (0.49 mol) of the whey acid ester (B1) in a molar yield of 98percent.In a 500 mL three-necked flask, Add orotic acid(15.6 g, 0.10 mol), Then 300 mL of anhydrous methanol was added, Stirring down to 0 , Maintain the temperature 0 ~ 5 drop add thionyl chloride(10.9 mL, 0.15 mol), And the temperature was raised to reflux for 6 hours.Slightly cold, Vacuum drying solvent, Add 50 mL of anhydrous methanol to lift off.150 mL of methyl t-butyl ether was added, Stirred at room temperature for 1 hour, Filter, Methyl tert-butyl ether wash.dry, To obtain 15.8 g of compound 1, Yield 92.9percent.At room temperature, 78 g (0.5 mol) of orotic acid B0 (containing crystal water) and 5 ml of 98percent sulfuric acid were added to 200 ml of methanol and200 ml of dimethyl carbonate solution, refluxed for 30 h, tested with TLC until the reaction was complete, the resulting solid was concentrated, washed with heat Water washed, filtered by water, and then 300ml methanol recrystallization, hot air drying, get white solid, measured melting point: mp: 246 ° C to give 83 g (0.49 mol) of the whey acid ester (B1) in a molar yield of 98percent.

Molecular Weight:170.12
XLogP3:-0.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:170.03275668
Monoisotopic Mass:170.03275668
Topological Polar Surface Area:84.5
Heavy Atom Count:12
Complexity:281
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes