BENZO[D]ISOXAZOL-3-YL-METHANESULFONYL CHLORIDE synthesis

Yield:73101-65-2 80.9%

Reaction Conditions:

with thionyl chloride;N,N-dimethyl-formamide in toluene at 25 - 50; for 6 h;

Steps:

2.A

A) Preparation of BOS-ClA 0.25 1 three necked flask equipped with condenser, thermometer and mechanical stirrer was charged at a temperature in the range 25-27⁰C, with purified BOS-Na (20 g), technical toluene (150 m and DMF (0.66 ml), to obtain a reaction slurry. The BOS-Na was purified by the procedure similar to one described in Example 1. To the reaction slurry, thionyl chloride (24.6 ml) was added drop-wise o 30 minutes. The reaction mixture was then heated to 5O⁰C under nitrogen atmosphere, and stirred with stirring rate of about 200-215 rpm. The reaction was completed after 5.5 hours (HPLC monitoring) followed by removing the solvent and excess thionyl chloride by evaporation on rotavapor or by vacui distillation. The residue obtained after distillation was usually yellow. Toluene (150 ml) and 2 g tonsi were added to the residue to obtain a slurry, which was stirred at room temperature for 15 minutes. AJ 15 min, the inorganic materials were filtered and to the filtrate were added 2 g tonsil and 1 g active car SXl, followed by stirring for 15 minutes. Filtration, washing of the cake with 20 ml toluene and evaporation afforded the reaction product BOS-Cl (15.94 g, yield 80.9%).

References:

WO2007/16209,2007,A2 Location in patent:Page/Page column 13