2-Amino-6-fluorobenzothiazole

off-white to tan crystalline powder

General procedure: Arylamine (0.1 mol) and potassiumthiocyanate (0.4 mol) were dissolved in glacial aceticacid (40 mL) and cooled. Bromine (0.04 mol) mixed withglacial acetic acid (24 mL) was added from droppingfunnel at such a rate that temperature does not rise beyond5–6°C. After all bromine had been added, the solutionwas stirred with glass rod for an additional 2 h at lowtemperature. The mixture was allowed to stand overnight, during which period orange-yellow precipitates get settledat the bottom. Water was added and slurry formed washeated at 850°C on steam bath for 20 min and fi ltered hot.The fi ltrate was cooled and neutralised with ammoniasolution to pH 6. Yellow precipitates obtained werecollected, washed with water and recrystallized frombenzene to get crystals of 1, 3-benzothiazol-2-amine andits derivatives 1-3 [21, 22].General procedure: A mixture of 0.1 mol of 4-substituted aniline and 0.1 mol of Potassium thiocyanate (KCNS) in 100 ml glacial acetic acid (AcOH) was cooled in an ice bath and stirred for 10-20 min, and then 0.1 mol bromine in glacial acetic acid was added dropwise at such a rate to keep the temperature below 10 °C throughout the addition. The reaction mixture was stirred at room temperature for 2-4 h, the hydrobromide (HBr) salt thus separated out was filtered, washed with acetic acid, dried, dissolved in hot water and basified to pH 11.0 with ammonia solution (NHGeneral procedure: An appropriately p-substituted aniline (0.1 mol) and potassiumthiocyanate (KCNS, 9.718 g, 0.1 mol) were dissolvedin 100 mL of glacial acetic acid (AcOH), cooled inice–salt mixture and stirred mechanically, while a solutionof bromine (15.980 g, 0.1 mol) in AcOH (20 mL)was slowly added drop by drop (Palkar et al. 2010).External cooling was applied throughout the process to keepthe temperature below 10 °C and the stirring was continuedfor 30 min. After all of the bromine had been added, thesolution was stirred for 2 h below room temperature and atroom temperature for 10 h. It was then allowed to standovernight during which the precipitate of imino-benzo[d]thiazole hydrobromide salt thus separated out was filtered, washed with acetic acid, dried, dissolved in hot water andbasified to pH 11.0 with ammonia solution (NH4OH) andthe resulting precipitate was filtered, washed with water anddried to get the desired products 2-amino-6-substitutedbenzo[d]thiazole (1a–d). The progress of the reaction wasmonitored by TLC using acetone (20percent) in toluene solvent.General procedure: To a mixture of aniline (1) (2.0 g, 0.021 mol) and ammonium thiocyanate (6.5 g, 0.086 mol), bromine (2.2 mL, 0.043 mol) in dichloromethane (20 mL) and stirred for 16 h at ambient temperature. Later than water was added to the reaction mixture and the product was extracted in dichloromethane (3 × 30 mL). The solvent was evaporated under vacuum to afford the as crude, which was further purified by column chromatography using EtOAc:Hexane (4:6) to give compounds 2a-d.General procedure: A mixture of aniline (0.05mol) and NH

Molecular Weight:168.19
XLogP3:2.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Exact Mass:168.01574750
Monoisotopic Mass:168.01574750
Topological Polar Surface Area:67.2
Heavy Atom Count:11
Complexity:155
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes