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The removal of solution by vacuum distillation, the crude products was purified with MeOH. The yield, melting point, and spectral data of each compound are given as below. 2-(4-fluorobenzyloxy)benzo[d]thiazole (2d). Yield: 84.07%, mp: 89.4-89.9\u00b0C. IR (KBr) cm-1: 2924, 1684, 1252, 1054. 1H-NMR (CDCl3, 300 MHz): 5.11 (s, 2H, -CH2Ph), 6.94-7.21 (m, 4H, -C6H4), 7.23-7.45 (m, 4H, -C6H4). 13C-NMR (CDCl3, 75 MHz): 45.52, 111.09, 115.72, 116.01,122.67, 122.73, 123.38, 126.39, 128.93, 129.04,130.98, 136.79 ,160.74, 164.01, 170.33. ESI-MS calcd for C14H11FNOS+([M+H]+): 260.05; found: 260.00."},{"key":"10.1016\/j.bmcl.2020.127376_b0100","unstructured":"A stirred solution of benzothiazolone (3.0 mmol), anhydrous K2CO3 (3.0 mmol) and 5 mL DMF were added a round-bottomed flasks, the reaction solution was stirred for 1 hour at 60 \u00b0C, and, 2-(2-bromoethoxy)benzo[d]thiazole (3.0 mmol) was slowly added the reaction solution, after the completion of the reaction (monitored by TLC), then added 10 mL the mixture of NaOH and 4-bromophenols. The reaction solution was refluxed for 5 hours. Filtered 10% HCl was washed through water. The crude product was recrystallized with methanol. 2-[2-(4-bromophenoxyl)ethoxyl]benzo[d]thiazole (3d). Yield: 40.11%, mp: 83.8-85.0\u00b0C. IR (KBr) cm\u22121: 2924, 1684, 1252, 1054. 1H-NMR(CDCl3, 300 MHz): 4.26 (t, 2H, -CH2), 4.34 (t, 2H, -CH2), 6.68-6.70 (m, 4H, -C6H4), 7.16-7.43 (m, 4H, -C6H4). 13C-NMR (CDCl3, 75 MHz): 42.27, 65.61, 109.85, 111.22, 113.52, 116.18, 117.25, 122.59, 122.70, 123.28, 126.29, 132.32, 137.38, 157.19, 170.34. ESI-MS calcd for C15H13BrNO2S+ ([M+H]+): 349.98; found: 350.05."},{"key":"10.1016\/j.bmcl.2020.127376_b0105","first-page":"789","volume":"5","author":"Kutchukian","year":"2010","journal-title":"Drug Discov."},{"key":"10.1016\/j.bmcl.2020.127376_b0110","doi-asserted-by":"crossref","first-page":"1601","DOI":"10.1021\/jm701496h","volume":"51","author":"Geronikaki","year":"2008","journal-title":"J. Med. Chem."},{"key":"10.1016\/j.bmcl.2020.127376_b0115","doi-asserted-by":"crossref","first-page":"322","DOI":"10.1111\/j.1600-0773.1953.tb02961.x","volume":"9","author":"Ohlsson","year":"1953","journal-title":"Acta Pharmacol. 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