5-Bromo-benzo[d]isothiazole-3-carboxylic acid

1, 2-Benzisothiazole-3-carboxylic acid (4 g, 22.32 mmol) was dissolved in AcOH (64 mL). Nitric acid (19 mL) and sulfuric acid (3.8 mL) were added, followed by bromine (1.7 mL, 33.48 mmol). The reaction mixture was stirred overnight at 70 C, then allowed to reach r.t. The residue was poured into ice-water and the precipitate filtered off. The crude material was used as such for the subsequent step (7.5 g, mixture of intermediates 1 and 52 in a ratio of 17:7 by LC-MS).1, 2-Benzisothiazole-3-carboxylic acid (4 g, 22.32 mmol) was dissolved in AcOH (64 mL). Nitric acid (19 mL) and sulfuric acid (3.8 mL) were added, followed by bromine (1.7 mL, 33.48 mmol). The reaction mixture was stirred overnight at 70 C., then allowed to reach r.t. The residue was poured into ice-water and the precipitate filtered off. The crude material was used as such for the subsequent step (7.5 g, mixture of intermediates 51 and 52 in a ratio of 17:7 by LC-MS).The following acids were prepared using this method: -Bromobenzisothiazole-S-carboxylic acid. 5-Bromobenzisothiazole-3-carboxy lie acid. 6-Methoxybenzisothiazole-3-carboxylic acid.The following esters were prepared from the acid using ethanol and sulfuric acid:Ethyl 6-bromobenzisothiazole-3-carboxylate. Ethyl 5-bromobenzisothiazole-3-carboxylate. Ethyl 6-methoxybenzisothiazole-3-carboxylate.

Molecular Weight:258.09
XLogP3:2.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:256.91461
Monoisotopic Mass:256.91461
Topological Polar Surface Area:78.4
Heavy Atom Count:13
Complexity:226
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes