Water → HCID 10891161, compound

Temperature

45 °C

A solution of sulfuryl chloride (2.94 g) and chloroform (10 ml) was added dropwise over a period of one hour to a stirred mixture of 2-(4-chloro-4,4-difluorobutylthio)thiazole (4.85 g), and dimethylacetamide (47 g) maintained at 45° C. under a nitrogen atmosphere and the resultant mixture stirred for a further one hour. A further aliquot of sulfuryl chloride (0.58 g) dissolved in chloroform (5.0 ml) was then added over 45 minutes and the mixture stirred for a further 30 minutes. After cooling the reaction mixture to the ambient temperature water (50 ml) was added and the mixture extracted with hexane (3×50 ml). The hexane solution was washed with water (50 ml), saturated aqueous sodium bicarbonate solution (50 ml) and water (50 ml) and then dried over anhydrous magnesium sulfate. Removal of the solvent by evaporation under reduced pressure yielded of 5-chloro-2-(4-chloro-4,4-difluorobutylthio)thiazole (5.01 g, 87%).

1. additionwas then added over 45 minutes
2. additionwas added
3. extractionthe mixture extracted with hexane (3×50 ml)
4. washThe hexane solution was washed with water (50 ml), saturated aqueous sodium bicarbonate solution (50 ml) and water (50 ml)
5. dry with materialdried over anhydrous magnesium sulfate
6. customRemoval of the solvent
7. customby evaporation under reduced pressure

ORD record

ord-1132351b6b2a4a3f96aed7af32b47277

Source dataset

uspto-grants-2000_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06156904