Uses
The product is used as an industrial solvent, and pharmaceutical intermediates for organic synthesis and used nitrocellulose and other resin, wax, fatty, dyes and other solvents.
Synthesis
General procedure for the synthesis of 2,1,3-benzothiadiazole from o-phenylenediamine: 1,2-diaminobenzene (3.250 g, 30.05 mmol) and triethylamine (18 mL, 130.0 mmol) were dissolved in dichloromethane (20 mL). A solution of sulfuryl chloride (7.0 mL, 96.00 mmol) in dichloromethane (10 mL) was added dropwise with stirring. After completion of the reaction, the solvent was removed by rotary evaporator and the combined organic layers were concentrated under vacuum to afford the target product 2,1,3-benzothiadiazole (3.956 g, 97% yield). The melting point of the product was 43 °C. 1H NMR (CDCl3, 400 MHz, TMS) δ: 8.04-8.00 (m, 2H), 7.62-7.57 (m, 2H).
References
[1] Dyes and Pigments, 2016, vol. 124, p. 268 - 276
[2] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1989, vol. 25, # 11, p. 1303 - 1307
[3] Khimiya Geterotsiklicheskikh Soedinenii, 1989, # 11, p. 1555 - 1558
[4] Tetrahedron, 2005, vol. 61, # 46, p. 10975 - 10982
[5] Tetrahedron Letters, 2005, vol. 46, # 40, p. 6843 - 6846
