Ammonium Hydroxide → 3-chloro-1-ethyl-1H-pyrazole-4-sulfonamide

To a solution of 3-chloro-1-ethyl-1H-pyrazole-4-sulfonyl chloride (0.5 g, 2.2 mmol, the product of Step D) in tetrahydrofuran (20 mL) was added 30% ammonium hydroxide (3.0 mL, 24 mmol) dropwise. The reaction mixture was heated to boiling with a heat gun and then stirred for 30 min Tetrahydrofuran was removed under reduced pressure, water (50 mL) was added, the reaction mixture was extracted into ethyl acetate (2×100 mL). The ethyl acetate was dried over magnesium sulfate and concentrated under reduced pressure to afford a solid. The solid was washed with hexane, and dried to afford 282 mg of the title compound. 1H NMR (CDCl3) δ 7.84 (s, 1H), 4.94 (br s, 1H), 4.15 (q, 2H), 1.51 (t, 3H).

1. temperatureThe reaction mixture was heated
2. customwas removed under reduced pressure, water (50 mL)
3. additionwas added
4. extractionthe reaction mixture was extracted into ethyl acetate (2×100 mL)
5. dry with materialThe ethyl acetate was dried over magnesium sulfate
6. concentrationconcentrated under reduced pressure
7. customto afford a solid
8. washThe solid was washed with hexane
9. customdried

ORD record

ord-edcd42b70d974f42a06753d6851e293a

Source dataset

uspto-grants-2014_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08623890B2