6-Benzothiazolecarboxaldehyde

To a mixture of compound B-183 (3.5 g, 21 mmol) in anhydrous dichloromethane (20 mL) was added manganese dioxide (14 g, 0.21 mol) at room temperature. The mixture was stirred at room temperature for 16 hours. On completion, the reaction was filtered, and the filtrate was concentrated in vacuo to give compound B-184 (3.0 g, 88percent yield) as a yellow solid.To a mixture of compound B-183 (3.5 g, 21 mmol) in anhydrous dichloromethane (20 mL) was added manganese dioxide (14 g, 0.21 mol) at room temperature. The mixture was stirred at room temperature for 16 hours. On completion, the reaction was filtered, and the filtrate was concentrated in vacuo to give compound B-184 (3.0 g, 88% yield) as a yellow solid.General procedure: rhodanine or hydantoine (1 eq), the corresponding aldehyde (1 eq) and sodium acetate (3eq) were dissolved in 5mL of acetic acid and the solution heated at 110C, if necessary under microwave conditions (130W for '10min). After cooling, the precipitate was filtered off, washed to remove all the acetic acid and dried in vacuo. The reaction has been described in Mendgen etal. [39] to be stereospecific producing the Z-isomer as confirmed by the single peak in the HPLC.To a solution of NaH in toluene dry (0.146 g, 6.1 mmol) add a solution of the gamma-butyrolactone (0.253 g, 2.94 mmol, 0.226 mL) and stir it at room temperature overnight. On the further day, add the General procedure: rhodanine or hydantoine (1 eq), the corresponding aldehyde (1 eq) and sodium acetate (3eq) were dissolved in 5mL of acetic acid and the solution heated at 110C, if necessary under microwave conditions (130W for '10min). After cooling, the precipitate was filtered off, washed to remove all the acetic acid and dried in vacuo. The reaction has been described in Mendgen etal. [39] to be stereospecific producing the Z-isomer as confirmed by the single peak in the HPLC. 4.1.2 Synthesis of (Z)-5-(benzo[d]thiazol-6-ylmethylene)-2-thioxothiazolidin-4-one (16) Rhodanine (0.254 g, 1.84 mmol), To a solution of NaH in toluene dry (0.147 g, 3.68 mmol) add a solution of the gamma-valerolactone (0.294 g, 2.94 mmol, 0.280 mL) and stir it at room temperature overnight. On the further day, add the

Molecular Weight:163.20
XLogP3:1.5
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:163.00918496
Monoisotopic Mass:163.00918496
Topological Polar Surface Area:58.2
Heavy Atom Count:11
Complexity:162
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes