1-Methyl-2,4,6(1H,3H,5H)-pyrimidinetrione

To a solution of malonic acid (80 g, 0.79 mol) and methylurea (50 g, 0.68 mol) in 180 ml of acetic acid at 70 °C, acetic anhydride (130 ml, 1.37 mol) is added slowly. After the completion of the addition, the reaction mixture is stirred at 90 (a) l-Methylpyrimidine-2, 4, 6(1H, 3H, 5H.)-trione To a solution of malonic acid (80 g, 0.79 mol) and methylurea (50 g, 0.68 mol) in 180 ml of acetic acid at 70 To a solution of malonic acid (80 g, 0.79 mol) and methylurea (50 g, 0.68 mol) in 180 ml of acetic acid at 70 To a solution of 1-methylurea (14 g, 189 mmol, 1.0 eq.) and malonic acid (23.6 g, 226.8 mmol, 1.2 eq.) in acetic acid (60 mL), acetic anhydride (36 mL, 378 mmol, 2.0 eq.) was added slowly at 70° C. After the completion of the addition, the reaction mixture was stirred at 90° C. for 3 h and then cooled to rt. The reaction mixture was concentrated and the residue was diluted with EtOH (100 mL). The solid was collected and re-crystalized in EtOH to give the title compound (17.0 g, 64percent yield) as a light yellow solid. LC-MS (ES, m/z): [M+H]Methyl urea (97.14 g, 1.31 mol), absolute ethanol 1.2 L, metal sodium (30.4 g, 1.32 mol) was added in portions and stirred for 1 h. Diethyl malonate (273.0 g, 1.70 mol) in 100 mL of absolute ethanol was slowly added dropwise to the reaction solution, heating To reflux, reaction 24h. The solvent was evaporated under reduced pressure, 1 L of water was added, and the pH was adjusted to 3 to 4 with 2N HCl, followed by cooling and crystallization. Filter, wash, dry Drying gave a pale yellow powder, 152.8 g of 1-methylpyrimidine-2, 4, 6-trione, a yield of 82percent, mp. 129-130°C.

Molecular Weight:142.11
XLogP3:-0.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:142.03784206
Monoisotopic Mass:142.03784206
Topological Polar Surface Area:66.5
Heavy Atom Count:10
Complexity:211
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes