Application of 15908-63-1 , The common heterocyclic compound, 15908-63-1, name is 2-Methyl-4-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile, molecular formula is C7H7N3OS, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
(Step 1) Preparation of Methyl 5-Cyano-1,6-dihydro-2-methyl-4-(methylthio)-6-oxo-1-pyrimidineacetate To a cooled (0 C.), stirred suspension of NaH (50% dispersion in mineral oil, washed with hexane, 5.0 g, 0.105 mol) in DMF (70 mL) was added, 1,6-dihydro-2-methyl-4-(methylthio)-6-oxo-5-pyrimidinecarbonitrile (prepared by the process of J. Bagli, U.S. Pat. No. 4,505,910, Example 1) (18.1 g, 0.100 mol) in several portions. After 30 minutes, methyl bromoacetate was added and the resulting mixture was stirred at room temperature for 4.5 hours. A little water was added and most of the DMF was removed under reduced pressure. The residue was partitioned between water (150 mL) and chloroform (100 mL), and the organic phase was dried (MgSO4), and concentrated. The crude product was triturated with ether (100 mL) to give the product (18.5 g, 73%) m.p. 150-152 C. A portion of the crude product (2.0 g) was recrystallized (twice) from chloroform/hexane to give pure product (1.6 g). NMR (CDCl3): delta2.58 (s, 3H), 2.65 (s, 3H), 3.85 (s, 3H), 4.83 (s, 2H). IR (CHCl3): 2240, 1760, 1690 cm-1.
The synthetic route of 15908-63-1 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; American Home Products Corporation; US4786638; (1988); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia