Water → 1-ethyl-3-methyl-1H-pyrazole-4-sulfonamide

HRID 1028403Notes

Reaction equation

HRID 1028403 reaction equation
[CH2:1]([N:3]1[CH:7]=[C:6]([S:8](Cl)(=[O:10])=[O:9])[C:5]([CH3:12])=[N:4]1)[CH3:2].[OH-].[NH4+:14].O>O1CCCC1>[CH2:1]([N:3]1[CH:7]=[C:6]([S:8]([NH2:14])(=[O:10])=[O:9])[C:5]([CH3:12])=[N:4]1)[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 14923Ammonium HydroxideHCID 170245801-Ethyl-3-methyl-1H-pyrazole-4-sulfonyl chloride

Product 1

HCID 196849831-ethyl-3-methyl-1H-pyrazole-4-sulfonamideYield 29.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1-ethyl-3-methyl-1H-pyrazole-4-sulfonylchloride (0.154 g, 0.73 mmol, Matrix Scientific) in tetrahydrofuran (10 mL) was added dropwise an aqueous solution of 30% ammonium hydroxide (0.20 mL, 1.7 mmol). The reaction mixture was stirred for 1 hour, water (2 mL) was added, and the solvent was concentrated under reduced pressure to precipitate a solid. The solid was isolated by filtration, rinsed with water, and dried to afford 41 mg of the title compound. 1H NMR (CDCl3) δ 7.80 (s, 1H), 4.75 (br s, 1H), 4.11 (q, 2H), 2.44 (s, 3H), 1.49 (t, 3H).

Workup

  1. concentrationthe solvent was concentrated under reduced pressure
  2. customto precipitate a solid
  3. customThe solid was isolated by filtration
  4. washrinsed with water
  5. customdried

Sources & evidence

ORD record
ord-f865b1f79c9f43c19bc5d79b2cf36dab
Source dataset
uspto-grants-2014_05
Patent number
US08735588B2

Reaction notes

Loading…