7-Chloro-2-benzothiazolamine

Thiourea 14 (105 mg, 0.56 mmol) was dissolved in 10 ml acetic acid. Benzyltrimethylammonium tribromide (329 mg, 0.84 mmol) was added and the reaction was stirred at rt for 14h. Acetic acid was removed in vacuo and the residue redissolved in 15 ml DCM. 10 ml 0.5 n aqueous NaOH was added and the aqueous phase was extracted with DCM (2 x 15 ml). The combined organic layers were filtered through a phase separator and the solvent was removed in vacuo. The crude product was purified by flash column chromatography with pentane-ethyl acetate (12:5) as eluent to yield 15 (61 mg, 59percent) as a white solid: Thiourea 14 (105 mg, 0.56 mmol) was dissolved in 10 ml acetic acid. Benzyltrimethylammonium tribromide (329 mg, 0.84 mmol) was added and the reaction was stirred at rt for 14h. Acetic acid was removed in vacuo and the residue redissolved in 15 ml DCM. 10 ml 0.5 n aqueous NaOH was added and the aqueous phase was extracted with DCM (2 x 15 ml). The combined organic layers were filtered through a phase separator and the solvent was removed in vacuo. The crude product was purified by flash column chromatography with pentane-ethyl acetate (12:5) as eluent to yield 15 (61 mg, 59percent) as a white solid:

Molecular Weight:184.65
XLogP3:2.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:183.9861970
Monoisotopic Mass:183.9861970
Topological Polar Surface Area:67.2
Heavy Atom Count:11
Complexity:155
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes