Chlorosulfonic acid → 3-chloro-1-ethyl-1H-pyrazole-4-sulfonyl chloride

Temperature

100 °C

3-Chloro-1-ethyl-1H-pyrazole (0.42 g, 3.2 mmol, the product of Step B) was added to chlorosulfonic acid (2.0 mL, 30 mmol) at room temperature and the mixture was slowly warmed to 100° C., and then heated at 100-110° C. for 2 hours. The reaction mixture was cooled, poured with stirring onto 150 mL of crushed ice, and extracted into diethyl ether (2×100 mL). The ether extracts were combined, washed with water (100 mL), dried over magnesium sulfate and concentrated under reduced pressure to obtain 0.5 g of the title compound as an oil. 1H NMR (CDCl3) δ 8.00 (s, 1H), 4.20 (q, 2H), 1.56 (t, 3H).

1. temperatureheated at 100-110° C. for 2 hours
2. temperatureThe reaction mixture was cooled
3. additionpoured
4. extractionextracted into diethyl ether (2×100 mL)
5. washwashed with water (100 mL)
6. dry with materialdried over magnesium sulfate
7. concentrationconcentrated under reduced pressure

ORD record

ord-248f4bc09d114220b33dbf6d408a203a

Source dataset

uspto-grants-2014_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08623890B2