2,7-Dichlorobenzothiazole

Synthesis

1849-73-6

2942-23-6

General procedure for the synthesis of 2,7-dichlorobenzo[d]thiazole from 7-chlorobenzo[d]thiazole-2(3H)-thione: General method: a mixture of 7-chlorobenzo[d]thiazole-2(3H)-thione (>1 g, 1 eq.) and sulfuryl chloride (10 eq.) was stirred at 20-25 °C for 15 min. Subsequently, water (2 eq.) was added and stirring was continued for 3 hours at 20-25 °C. During the reaction, the sample was removed, quenched with acetonitrile/water (2:1) and analyzed by high performance liquid chromatography (HPLC). Upon completion of the reaction, the mixture was diluted with acetonitrile (5 v/v) and the reaction was quenched by slowly adding water (20 v/v). The product precipitated from the aqueous solution and the solid was collected and washed with distilled water. Finally, the solid was dried under vacuum to give pure 2,7-dichlorobenzo[d]thiazole. For the liquid product 2-chlorobenzo[d]thiazole (13), the reaction mixture was extracted with ethyl acetate and the organic layer was dried and concentrated to give an oily product.

References