22876-19-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 5-Chlorobenzo[d]oxazole-2(3H)-thione, cas is 22876-19-3,the benzoxazole compound, it is a common compound, a new synthetic route is introduced below.
General procedure: Commercially available 5-chloro-2-mercapto benzoxazole or benzothiazole (10 mmol) and K2CO3 (15mmol) were added to 50 mL of acetone. After 10 min, appropriate 1-bromo–bromoalkane (12 mmol) was added and the mixture was stirred at room temperature for 24 h. After this time the suspension was filtered from inorganic material and the solvent was evaporated under reduced pressure. The residue was suspended in water and extracted with diethyl ether (3 × 50 mL). The combined extracts were washed with water, dried over anhydrous Na2SO4, and evaporated under reduced pressure to givein termediates 9-12 that were used without further purification for the final step. For analytical purpose,a little amount was purified by means of flash chromatography, using cyclohexane/ethyl acetate 9.5:0.5v/v as eluent. Analytical and spectral data are reported for novel compounds 9-12. 2-[(3-Bromopropyl)thio]-5-chlorobenzo[d]oxazole (9)The title compound was obtained as pink oil (96%); 1H NMR (500 MHz, DMSO-d6): delta7.76 (d, J = 1.9Hz, 1H, benzoxazole), 7.68 (d, J = 8.5 Hz, 1H, benzoxazole), 7.36 (dd, J = 8.5, 1.9 Hz, 1H,benzoxazole), 3.66 (t, J = 6.5 Hz, 2H, CH2Br), 3.44 (t, J = 7.0 Hz 2H, SCH2), 2.37-2.32 (m, 2H,CH2CH2CH2). 13C NMR (125 MHz, DMSO-d6): delta165.99, 150.02, 142.50, 128.86, 124.14, 117.98,111.41, 32.72, 31.61, 30.26. Anal. (C10H9BrClNOS) C, H, N, S.
The chemical industry reduces the impact on the environment during synthesis,22876-19-3,5-Chlorobenzo[d]oxazole-2(3H)-thione,I believe this compound will play a more active role in future production and life.
Reference：
Article; Romeo, Giuseppe; Prezzavento, Orazio; Intagliata, Sebastiano; Pittala, Valeria; Modica, Maria N.; Marrazzo, Agostino; Turnaturi, Rita; Parenti, Carmela; Chiechio, Santina; Arena, Emanuela; Campisi, Agata; Sposito, Giovanni; Salerno, Loredana; European Journal of Medicinal Chemistry; vol. 174; (2019); p. 226 – 235;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem