3,5-DIBROMO-1-METHYL-1H-1,2,4-TRIAZOLE

In a 250 mL round bottomed flask, 3, 5-dibromo-1H-1, 2, 4-triazole (Int-1, 8.00 g, 35.3 mmol) was dissolved in DMF (80 mL) and the solution was cooled to 0-5 °C (ice bath). Sodium hydride (60percent dispersion in mineral oil, 1.69 g, 42.3 mmol) was added in portions and the resulting mixture was stirred for 45 min at 0-5 °C and for 15 min at room temperature. After that, iodomethane (10.0 g, 4.41 mL, 70.5 mmol) was added dropwise at 0-5 °C (ice bath). The resulting mixture was stirred for 18 h at room temperature. After that, it was concentrated in vacuo, the residue was diluted with ethyl acetate (200 mL) and water (200 mL), the aqueous phase was extracted with ethyl acetate (2 x 200 mL). The combined organic layers were dried (sodium sulfate) and concentrated in vacuo to yield the title compound as light yellow solid (8.15 g, 96percent). 1H NMR (CDClIntermediate 4 3, 5-Dibromo-l-methyl-lH-l, 2, 4-triazole To a solution of 3, 5-dibromo-lH-l, 2, 4-triazole (1.0 g, 4.41 mmol) in DMF (9 mL) sodium tert- pentoxide (0.485 g, 4.41 mmol) was added and the mixture was stirred for 10 min at rt under nitrogen atmosphere, lodomethane (0.29 mL, 4.63 mmol) was added and the mixture was stirred at 40°C for 2 hours. The mixture was poured onto water and extracted twice with diisopropylether. The organic phase was washed with water (2x), brine and dried over sodium sulfate. The solvents were evaporated to give the title compound as a solid (0.83 g, 78percent).Intermediate 2 -l-methyl-lH-l, 2, 4-triazole To 3, 5-dibromo-lH-l, 2, 4-triazole (1.0 g, 4.41 mmol) in DMF (9 mL) was added sodium tert- pentoxide (0.485 g, 4.41 mmol). The mixture was stirred for 10 min at rt under nitrogen atmosphere, lodomethane (0.29 mL, 4.63 mmol) was added and the mixture was stirred at 40°C for 2 hours. The mixture was poured onto water and extracted with diisopropylether (2x). The organic phase was washed with water (2x), brine and dried over sodium sulfate. The solvents were evaporated to give the title compound as a solid (0.83 g, 78percent). MS (CI) m/z 242 [M

Molecular Weight:240.88
XLogP3:2.1
Hydrogen Bond Acceptor Count:2
Exact Mass:240.86732
Monoisotopic Mass:238.86937
Topological Polar Surface Area:30.7
Heavy Atom Count:8
Complexity:88.6
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes