Chloroacetyl chloride → HCID 22887946, compound

A solution of [1,2,4]-thiadiazol-5-ylamine (3.0 g) in dry dichloromethane (30 mL) under nitrogen at 0° C. was treated with triethylamine (4.6 mL) followed by slow addition of chloroacetyl chloride (2.6 mL). The reaction mixture was allowed to warm up to room temperature. After 2 h, the mixture was partitioned between dichloromethane and water. The phases were separated and the aqueous layer was extracted with dichloromethane (×2). The combined organic layer was washed with brine, dried over sodium sulphate, filtered and concentrated to give the crude product which was purified by silica gel chromatography eluting with 50-75% EtOAc/cyclohexane to give the title compound (1.00 g) as a yellow solid.

1. customthe mixture was partitioned between dichloromethane and water
2. customThe phases were separated
3. extractionthe aqueous layer was extracted with dichloromethane (×2)
4. washThe combined organic layer was washed with brine
5. dry with materialdried over sodium sulphate
6. filtrationfiltered
7. concentrationconcentrated
8. customto give the crude product which
9. customwas purified by silica gel chromatography
10. washeluting with 50-75% EtOAc/cyclohexane

ORD record

ord-c17ed5e384d3456cbd8f30f616cb8c58

Source dataset

uspto-grants-2012_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08329729B2