With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3622-35-3,Benzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.
Benzothiazole-6-carboxylic acid (6.00 g, 33.5 mmol) and 1-hydroxybenzotriazole (6.79 g, 50.2 mmol) were dissolved in N,N-dimethylformamide (500 mL, 6000 mmol). Then N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (9.63 g, 50.2 mmol) was added and the reaction was stirred at room temperature for 20 min. 4-(Methylamino)phenol sulphate (5.76 g, 16.7 mmol) was added followed by triethylamine (14.0 mL, 1.00E2 mmol). The reaction was stirred at room temperature for 5 days. The reaction mixture was evaporated and the residue was suspended in H2O (300 mL) and extracted with ethyl acetate (400 mL * 3). The combined organic phases were washed with sat. aq. NaHCO3 (300 mL), dried with magnesium sulfate, filtered and evaporated. The crude product was purified using Combiflash (Silica, Column Size 220 g, Eluent: heptane:ethyl acetate). Fractions containing the product were combined and evaporated to yield the intermediate N-(4-hydroxyphenyl)-N-methylbenzo[d]thiazole-6-carboxamide (26%) as light brown crystals. 1H NMR: (600 MHz, DMSO) delta 9.50 (s, 1H), 9.42 (s, 1H), 8.13 (br s, 1H), 7.89 (d, J = 8.2 Hz, 1H), 7.35 (br s, 1H), 7.00 (d, J = 8.2 Hz, 2H), 6.60 (d, J = 8.6 Hz, 2H), 3.34 (s, 3H). [M+H+]: 284.9.
3622-35-3, As the paragraph descriping shows that 3622-35-3 is playing an increasingly important role.
Reference：
Article; Kilburn, John Paul; Kehler, Jan; Langgard, Morten; Erichsen, Mette N.; Leth-Petersen, Sebastian; Larsen, Mogens; Christoffersen, Claus Tornby; Nielsen, Jacob; Bioorganic and Medicinal Chemistry; vol. 21; 19; (2013); p. 6053 – 6062;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica