Description
1,2,4-Triazine is an electron-deficient heteroaromatic azadiene capable of participation in inverse electron demand Diels-Alder reactions with electron-rich dienophiles.
Uses
1,2,4-Triazine (>90%) is used in improvements of pesticide formulations with lactamides. 1,2,4-triazines scaffold-valuable lead molecules possess diverse pharmacological activities, easy synthetic routes for synthesis and attracted researchers for development of new chemotherapeutic agents in human and mouse model.
Definition
ChEBI: 1,2,4-triazine is a triazine and a member of 1,2,4-triazines.
Synthesis
1,2,4-Triazine is prepared by a cooled (-75 °C) solution of monomeric Glyoxal (90.0 mmol) in absolute MeOH (200 mL) is added to a solution of formamidrazone hydrochloride (40 mmol) in absolute MeOH (300 mL) at -50 °C. Et3N (200 mmol) is added and the resulting reaction mixture is allowed to stand at 25 °C for 24 h. The MeOH is removed in vacuo at 20 °C and the residue extracted with Et2O (peroxide free, 5×). Vacuum distillation of the residue after evaporation of the Et2O affords 1,2,4-triazine (bp 25-28 °C/0.5 mmHg).
storage
Best stored at 0 °C or below. It is stable to acid, less stable to base, and is hygroscopic;
should be stored under anhydrous conditions since it reacts slowly with water and protic solvents.
