Adding a certain compound to certain chemical reactions, such as: 1347736-74-6, name is 4,7-Dibromo-5-fluoro-2,1,3-benzothiadiazole, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1347736-74-6, Computed Properties of C6HBr2FN2S
To a solution of 3-hexylthiophene (1) (5 g, 29.0 mmol) in anhydrous 40 mL of THF was added n-BuLi (1.6 M in hexane) (21.8 mL, 34.8 mmol) over 30 min at -40 C under argon atmosphere. After stirring for 1 h at room temperature, the reaction mixture was treated with dropwise addition of tributyltin chloride (9.9 mL, 36.3 mmol) at -40 C, followed by stirring at RT overnight. The mixture was poured into saturated NaHCO3 solution and the organic phase was extracted with diethyl ether and washed with water. The organic phase was dried over MgSO4 and solvent was removed under reduced pressure. Tributyl-(4-hexyl-2-thienyl)stannane (2) as yellow liquid was acquired and used in the next step without further purification. The solution of compound 5 (3.0 g, 9.7 mmol) and compound 2 (9.7 g, 29.0 mmol) in anhydrous 10 mL of THF was treated with Pd(PPh3)2Cl2 (5 mg, 0.05 mmol). After stirring for overnight at 100 C under argon atmosphere, the reaction mixture was concentrated under reduced pressure and purified by flash column chromatography to give compound 6, 0.9 g (19%). 1H NMR (300 MHz, CDCl3): delta (ppm) 8.1 (s, 1H), 8.0 (s, 1H), 7.75 (d, 1H, J = 12.9 Hz), 7.16 (s, 1H), 7.10 (s, 1H), 2.71 (t, 2H, J = 7.00 Hz), 2.68 (t, 2H, J = 7.00 Hz), 1.60-1.78 (m, 4H), 1.51-1.21 (m, 12H), 0.93 (t, 6H, J = 7.00 Hz), 0.91 (t, 3H, J = 7.1 Hz); 13C NMR (75 MHz, CDCl3): delta (ppm) 160.4, 157.0, 153.3 (d, 3JC-F = 10.4 Hz), 149.6, 144.4, 143.4, 137.5, 132.3 (d, 5JC-F = 5.7 Hz), 131.4 (d, 4JC-F = 8.1 Hz), 125.6 (d, 3JC-F = 10.4 Hz), 125.6 (d, 1JC-F = 255.4 Hz), 122.9 (d, 4JC-F = 7.0 Hz), 116.5 (d, 2JC-F = 33.6 Hz), 111.0 (d, 2JC-F = 17.3 Hz), 31.8, 30.6, 30.5, 30.4, 29.1, 28.3, 26.8, 22.7, 17.3, 14.2, 13.7.1. HRMS (m/z, EI+) calcd for C26H31FN2S3 486.1633 found 486.1635.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4,7-Dibromo-5-fluoro-2,1,3-benzothiadiazole, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Jeong, Ina; Chae, Sangmin; Yi, Ahra; Kim, Juae; Chun, Ho Hwan; Cho, Jung Hyeong; Kim, Hyo Jung; Suh, Hongsuk; Polymer; vol. 109; (2017); p. 115 – 125;,
Bromide – Wikipedia,
bromide – Wiktionary