Water → HCID 178436949, compound

Participants

Reaction Steps

12.9 g of methyl 3-amino-2-pentenoate, 45.1 g of formamide and 48.2 g of a 28 % methanolic solution of sodium methoxide are mixed and stirred under heating, and the methanol was distilled off until the internal temperature rose to 110° C. Subsequently, the reaction was carried out for 3 hours at 110° C. and after cooling, a quantitative analysis was carried out by high performance liquid (HPL) chromatography to reveal that 11.4 g of 6-ethyl-4-hydroxypyrimidine were formed (Yield: 91.9 mol %). After the reaction solution was neutralized with conc. sulfuric acid, the formed inorganic salt was removed off and the resulting filtrate was concentrated under a reduced pressure (5 mm Hg, 130° C., for 2 hours) and the residue obtained was subjected to recrystallization from acetone to give 10.1 g of a crystal of 6-ethyl-4-hydroxypyrimidine. m.p.: 131° to 134° C.; the conditions for HLP chromatography: column: ODS-80Tm; 4.6φ ×150 mm: detector: U.V. 254 nm; eluent: acetonitrile: water: triethylamine=500:500:1 adjusted to pH 6.5 with acetic acid; flow rate: 1 ml/min.; internal standard: α-picoline

Provenance & Evidence