Iodoethane → 2-(Ethylthio)benzothiazole

2-Mercaptobenzothiazole (16.72 g, 0.1 mol) in 52 ml 95% alcohol was reacted with 10.1 g (0.1 mol) triethylamine to give a brown solution. Iodoethane (15.6 g, 0.1 mol) was added and the mixture refluxed 45 minutes. The mixture was cooled and the solvent removed by rotary evaporation. Water (100 ml) was added to the residue and an oil separated. The aqueous phase was extracted 2×50 ml methylene chloride, the combined organic phases washed with 50 ml water, and then dried over Na2SO4. Filtration and rotary evaporation yielded a brown liquid which was distilled at 140°-141.5° C. (0.15 mm) to give 10.87 g (56%) pale yellow liquid.

1. customto give a brown solution
2. temperaturethe mixture refluxed 45 minutes
3. temperatureThe mixture was cooled
4. customthe solvent removed by rotary evaporation
5. additionWater (100 ml) was added to the residue
6. customan oil separated
7. extractionThe aqueous phase was extracted 2×50 ml methylene chloride
8. washthe combined organic phases washed with 50 ml water
9. dry with materialdried over Na2SO4
10. filtrationFiltration and rotary evaporation
11. customyielded a brown liquid which
12. distillationwas distilled at 140°-141.5° C. (0.15 mm)

ORD-Eintrag

ord-b866da13e881456c9d4d49c821dba5f1

Quelldatensatz

uspto-grants-1992_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05102781