These common heterocyclic compound, 7411-23-6, name is 3,5-Dibromo-1H-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. COA of Formula: C2HBr2N3
3,5-Dibromo-1H-1,2,4-triazole (lnt-1, 834 mg, 3.68 mmol) was dissolved in DMF (15 mL), sodium hydride (60% dispersion in mineral oil, 221 mg, 5.51 mmol) was added carefully in one portion (gas evolution), and the reaction mixture was stirred at room temperature for 30 min. Then, chloro(methoxy)methane (355 mg, 4.41 mmol) was added dropwise and the reaction mixture was stirred at room temperature for 6 h. After that, the reaction mixture was poured into water (40 mL) and extracted with MTBE (2 x 100 mL). The combined organic layers were washed with water (50 mL) and brine (50 mL), dried over sodium sulphate and concentrated in vacuo. The crude product was purified by column chromatography (silica gel, 24 g, eluting with ethyl acetate / n-heptane, gradient 0: 100 to 30:70 v/v), followed by preparative HPLC (YMC- Actus Triart C18, 100 x 30 mm x 5 muiotaeta, eluting with acetonitrile / (water + 0.1% triethylamine), gradient 20:80 to 98:2 v/v) to yield the title compound as a white solid (798 mg, 80%). HPLC (method LCMS_fastgradient) tR = 0.85 min. 1H NMR (CDCl3, 300 MHz): 3.46 (s, 3 H), 5.43 (s, 2 H). MS (ES+) m/z 270.2, 272.2, 274.2 [M+H, 2 Br isotopes].
The synthetic route of 3,5-Dibromo-1H-1,2,4-triazole has been constantly updated, and we look forward to future research findings.
Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; BERCHTOLD, Stefan; GALLEY, Guido; GOERGLER, Annick; JAKOB-ROETNE, Roland; KRUMMENACHER, Daniela; LIMBERG, Anja; NEIDHART, Werner; RATNI, Hasane; REUTLINGER, Michael; RODRIGUEZ SARMIENTO, Rosa Maria; SCHNIDER, Christian; (309 pag.)WO2018/87018; (2018); A1;,
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