Synthesis
The general procedure for the synthesis of 7-methylbenzo[D]thiazol-2-amine from the compound (CAS: 2817-12-1) was as follows: tin powder (10 g) and compound 2 (2.22 g, 11.4 mmol) were added to the reaction flask. Subsequently, concentrated hydrochloric acid (40 mL) was slowly added and heated and stirred at 65 °C until the tin powder was almost completely dissolved. Upon completion of the reaction, the reaction solution was decanted to remove unreacted tin powder. After the solution was cooled to room temperature, the white salt-like product was collected by filtration. The product was neutralized with sodium carbonate (Na2CO3) solution and the target product 7-methylbenzo[D]thiazol-2-amine was extracted with ethyl acetate (EA). The organic phases were combined, dried over anhydrous sodium sulfate and evaporated under reduced pressure to remove the solvent to give a gray solid product (1.0 g, 53% yield). The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3): δ 7.39 (1H, d, Ar-H), 7.21-7.25 (1H, m, Ar-H), 6.93-6.95 (1H, m, Ar-H), 5.46 (2H, s, NH2), 2.44 (3H, s, CH3).
