Sodium Chloride → HCID 18327524, compound

To 50 ml of acetonitrile were added 7.0 g (47 mmol) of 5-chloromethyl-4-methyl-1,2,3-thiadiazole and 9.0 g (94 mmol) of sodium formimide. After stirring the resulting mixture for 16 hours with heating under reflux, the reaction mixture was cooled to the room temperature, a saturated aqueous solution of sodium chloride was added, the objective product was extracted with ethyl acetate, the organic layer was washed with water and dried, and the solvent was distilled off under reduced pressure. Then, while stirring the resulting crystalline product together with 40 ml of water, 30 ml of concentrated hydrochloric acid was added. After ten minutes, water and hydrochloric acid were distilled off, and the residue was washed with ethyl acetate. Thus, 6.6 g of the objective compound was obtained.

1. temperaturewith heating
2. temperatureunder reflux
3. extractionthe objective product was extracted with ethyl acetate
4. washthe organic layer was washed with water
5. customdried
6. distillationthe solvent was distilled off under reduced pressure
7. stirringThen, while stirring the resulting crystalline product together with 40 ml of water, 30 ml of concentrated hydrochloric acid
8. additionwas added
9. waitAfter ten minutes
10. distillationwater and hydrochloric acid were distilled off
11. washthe residue was washed with ethyl acetate

ORD record

ord-3d83808c07e4486481648a2785af216f

Source dataset

uspto-grants-2002_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06337341B1