Ammonium Hydroxide → 1-methyl-1H-pyrazole-3-sulfonamide

HRID 331055Notes

Reaction equation

HRID 331055 reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][C:4]([S:7](Cl)(=[O:9])=[O:8])=[N:3]1.[OH-].[NH4+:12]>C1COCC1>[CH3:1][N:2]1[CH:6]=[CH:5][C:4]([S:7]([NH2:12])(=[O:9])=[O:8])=[N:3]1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 134744661-Methyl-1H-pyrazole-3-sulfonyl chloride

Product 1

HCID 148356431-methyl-1H-pyrazole-3-sulfonamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 1-methyl-1H-pyrazole-3-sulfonyl chloride (3 g, 16.61 mmol) in THF (100 mL) was cooled to 0° C. and to it was added dropwise ammonium hydroxide (6.47 mL, 166 mmol). The reaction mixture was allowed to warm to RT and left to stir for 3 hours. The reaction mixture was concentrated in vacuo. The solid formed was filtered and washed with water (2×20 mL) to give the title compound. The filtrate was extracted with ethyl acetate (3×50 mL). The combined organics were dried over magnesium sulfate, filtered and concentrated to give another batch of the title compound. Both batches were combined to give the title compound (3.27 g). LCMS (A): m/z (M+H)+ 162, C4H7N3O2S requires 161 (acidic).

Workup

  1. waitleft
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. customThe solid formed
  4. filtrationwas filtered
  5. washwashed with water (2×20 mL)

Sources & evidence

ORD record
ord-f67d1966a875413b8b555d21b92a4c14
Source dataset
uspto-grants-2014_11
Patent number
US08877742B2

Reaction notes

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