Synthesis
Step B: 4-Chlorobenzo[d]thiazol-2-amine (4.78 g, 25.8 mmol) and copper(II) chloride (4.16 g, 31 mmol) were dissolved in acetonitrile (25 mL), followed by tert-butyl nitrite (4.61 mL, 38.8 mmol) at room temperature. The reaction mixture was heated to 60 °C and maintained for 30 min. Upon completion of the reaction, the solvent was removed by rotary evaporation. The residue was suspended in water and the solid product was collected by filtration and dried to give 2,4-dichlorobenzo[d]thiazole (5.3 g, 81% yield). Mass spectrometry analysis showed a m/z of 205.9 [M + H]+.
References
[1] Chemistry - A European Journal, 2018, vol. 24, # 55, p. 14622 - 14626
[2] Patent: WO2013/101974, 2013, A1. Location in patent: Paragraph 00586; 00588
[3] Patent: US9617268, 2017, B2. Location in patent: Page/Page column 321; 322
[4] Gazzetta Chimica Italiana, 1964, vol. 94, p. 372 - 381
[5] Chemistry and Biodiversity, 2011, vol. 8, # 2, p. 253 - 265
