Benzothiazole → benzothiazole, 4-nitro-

Temperature

0 °C

KNO3 (1.95 g, 19.3 mmol) was added portionwise to an ice-cold solution of 1,3-benzothiazole (2.0 g, 14.8 mmol) in H2SO4 (5 ml) while maintaining the temperature below 10° C. and the mixture was stirred at 0° C. for 2 h. The mixture was poured onto ice and the aqueous phase was extracted with DCM. The organic phase was washed with sat NaHCO3 solution and brine, dried (Na2SO4) and concentrated in vacuo. The residue was diluted with MeOH (15 ml) and heated under stirring at 65° C. for 1 h, on cooling the resulting precipitate was collected by filtered and washed with MeOH to give the title compound (500 mg, 38%).

1. temperaturewhile maintaining the temperature below 10° C.
2. additionThe mixture was poured onto ice
3. extractionthe aqueous phase was extracted with DCM
4. washThe organic phase was washed with sat NaHCO3 solution and brine
5. dry with materialdried (Na2SO4)
6. concentrationconcentrated in vacuo
7. additionThe residue was diluted with MeOH (15 ml)
8. temperatureheated
9. stirringunder stirring at 65° C. for 1 h
10. temperatureon cooling the resulting precipitate
11. customwas collected
12. filtrationby filtered
13. washwashed with MeOH

ORD record

ord-3fb222b7389343eca75b24dfdf8ee70b

Source dataset

uspto-grants-2015_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09102688B2