5-(trifluoromethyl)-1,3-benzothiazole-2-thiol → 5-(Trifluoromethyl)-1,3-benzothiazole

Temperature

110 °C

Into a solution of 5-(trifluoromethyl)-1,3-benzothiazole-2-thiol (500 mg, 2.13 mmol, 1.00 equiv) in acetic acid (15.0 mL) was added Fe (1.2 g, 10.00 equiv). The resulting solution was heated for 3 h at 110° C. in an oil bath. The solid was filtered out and washed with ethyl acetate. The filtrate was concentrated under reducing pressure, dissolved in 30 mL of ethyl acetate, washed with 50 mL of saturated sodium bicarbonate solution and 50 mL of brine respectively and dried over anhydrous sodium sulfate. Filtration and evaporation of the solvent provided 0.45 g (crude) of the title compound, which was used for next step without further purification. MS m/z [M+H]+ (ESI): 204

1. filtrationThe solid was filtered out
2. washwashed with ethyl acetate
3. concentrationThe filtrate was concentrated
4. dissolutiondissolved in 30 mL of ethyl acetate
5. washwashed with 50 mL of saturated sodium bicarbonate solution and 50 mL of brine respectively
6. dry with materialdried over anhydrous sodium sulfate
7. filtrationFiltration and evaporation of the solvent

ORD record

ord-5ba4d81c86304c568afdd48ba6b62495

Source dataset

uspto-grants-2015_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09221809B2