2H-Benzotriazole, 4,7-dibromo-5,6-difluoro-2-(1-octylnonyl)- synthesis

Yield:1616860-69-5 60%

Reaction Conditions:

with di-isopropyl azodicarboxylate;triphenylphosphine in tetrahydrofuran at 0 - 20; for 3 h;

Steps:

3 Preparation of 4,7-dibromo-5,6-difluoro-2- (heptadecan-9-yl) -2H-benzo [d] [1,2,3] triazole

To a 250 mL round flask was added compound 1 (4.43 g, 16.0 mmol), heptadecan-9-ol (4.92 g, 19.2 mmol) and PPh3 (5.04 g, 19.2 mmol) were charged, and then 50 mL of tetrahydrofuran was injected. Diisopropyl azodicarboxylate (3.88 g, 19.2 mmol) was slowly added at 0 ° C and stirred at room temperature for 3 hours. After completion of the reaction, the reaction mixture was fractionally distilled off through methylene chloride, and the remaining water was removed with anhydrous magnesium sulfate. The solvent was evaporated and purified by column chromatography to obtain 4,7-dibromo-5,6 2-heptadecan-9-yl) -2Hbenzo [d] [1,2,3] triazole (Compound 2). (Yield: 60%). 1H NMR (300 MHz, CDCl3, δ): 4.90 (m, 1H), 2.35 (m, 2H), 2.01 (m, 2H), 1.31-1.21 (m, 22H), 1.08-0.96 (m, 2H), 0.86 (t, 6H). 13C NMR (75 MHz, CDCl3, δ): 143.31, 129.22, 110.11, 69.54, 35.59, 31.75, 29.22, 29.14, 29.01, 26.05, 22.62, 14.16. Anal. Calcd for C23H37Br2N3: C, 53.60; H, 7.24; Br, 31.01; N, 8.15. Found: C, 53.80; H, 7.30; N, 8.10.

References:

KR101535066,2015,B1 Location in patent:Paragraph 0094; 0098-0099