These common heterocyclic compound, 1455-77-2, name is 3,5-Diamino-1,2,4-triazole, 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. Application In Synthesis of 3,5-Diamino-1,2,4-triazole
Example 12-Amino-6- [(3-chlorophenyl)methyl] -5-cyclopropyl-4H- [ 1 ,2,4] triazolo [5,1- b] pyrimidin-7-one3,5-Diamino-l,2,4-triazole (141 mg, 1.42 mmol) was added to ethyl 2-[(3- chlorophenyl)methyl]-3-cyclopropyl-3-oxo-propanoate (200 mg, 0.71 mmol) and 1-butyl- 3-methylimidazolium hexafluorophosphate (1 mL, 4.25 mmol) in a microwave tube at room temperature. The open tube was then placed in a fitted aluminium block preheated to 200 ¡ãC and magnetically stirred for 20 minutes with the formation of a white precipitate. After cooling the mixture was added to DCM (30 mL), water (10 mL) and citric acid (10percent aqueous solution, 1 mL) and stirred for 20 minutes. The layers were separated using a hydrophobic membrane filter and the organic layer was evaporated. The remaining aqueous layer was filtered and the solid collected. The crude product was dissolved and purified by preparative HPLC (Waters XTerra CI 8 column, 5mu silica, 19 mm diameter, 100 mm length), using decreasingly polar mixtures of water (containing 0.1percent NH3) and MeCN as eluents. Fractions containing the desired compound were evaporated to dryness to afford the title compound (110 mg, 48.9 percent) as a white solid.1H NMR (700.03 MHz, DMSO-d6) delta 0.85-0.90 (2H, m), 0.93-0.98 (2H, m), 2.06-2.10 (1H, m), 3.98 (2H, s), 6.16 (2H, br s), 7.15-7.21 (2H, m), 7.27-7.29 (2H, m), 12.17 (1H, br s) m/z (ES) (M+H)+ = 316.
The synthetic route of 3,5-Diamino-1,2,4-triazole has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BENGTSSON, Boel, Ase; BLACKABY, Wesley; CUMMING, John; FAULL, Alan, Wellington; LARSSON, Joakim; NASH, Ian, Alun; OLDHAM, Keith; PAPE, Andrew; WO2011/114148; (2011); A1;,
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