(5-amino-1H-1,2,4-triazol-3-yl)methanol → (6-Methyl-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)methanol

Participants

Reaction Conditions

Reaction Steps

To a solution of (3-amino-1H-1,2,4-triazol-5-yl)methanol (16.6 g, 87.6 mmol) in acetic cid was added 3-ethoxymethacrolein (10.0 g, 87.6 mmol), and the mixture was heated to 80° C. for 4 hours. Upon cooling of the reaction, the product crystallized out of solution. The collected product was a white solid (14.0 g, 92%). 1H NMR (300 MHz, DMSO-D6) δ: 2.38 (m, 3H) 4.63 (m, 2H) 5.52 (m, 1H) 8.75 (m, 1H) 9.21 (m, 1H). MS (APCI, M+H+): 163.1, 165.1.

Provenance & Evidence