Methanesulfonyl chloride → HCID 90418627, compound

Temperature

20 °C

Into a 25-mL round-bottom flask, was placed (3-chloro-5-phenyl-1,2-thiazol-4-yl)methanol (80 mg, 0.34 mmol, 1.00 equiv, 97%), MsCl (81.6 mg, 0.72 mmol, 2.00 equiv), TEA (107.7 mg, 1.06 mmol, 3.00 equiv), dichloromethane (1.5 mL). The resulting solution was stirred for 1 h at 20° C. The reaction was then quenched by the addition of 5 mL of water. The resulting solution was extracted with 3×5 mL of ethyl acetate and the organic layers combined and dried over anhydrous sodium sulfate. The solids were filtered out. The resulting mixture was concentrated under vacuum. This resulted in 85 mg (96%) of 3-chloro-4-(chloromethyl)-5-phenyl-1,2-thiazole as yellow oil.

1. customInto a 25-mL round-bottom flask, was placed
2. customThe reaction was then quenched by the addition of 5 mL of water
3. extractionThe resulting solution was extracted with 3×5 mL of ethyl acetate
4. dry with materialdried over anhydrous sodium sulfate
5. filtrationThe solids were filtered out
6. concentrationThe resulting mixture was concentrated under vacuum
7. customThis resulted in 85 mg (96%) of 3-chloro-4-(chloromethyl)-5-phenyl-1,2-thiazole as yellow oil

ORD record

ord-c0b7775c7a164a3091e94f122c6f73f0

Source dataset

uspto-grants-2015_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09067898B1