Hydrazine → HCID 178509275, compound

HRID 636418Notes

Reaction equation

HRID 636418 reaction equation
[NH2:1]N.[C:3]1([S:9]([C:12](=[CH:15][N:16](C)C)[C:13]#[N:14])(=[O:11])=[O:10])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>CCO>[C:3]1([S:9]([C:12]2[C:15]([NH2:16])=[N:1][NH:14][CH:13]=2)(=[O:10])=[O:11])[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 42101212-(Benzenesulfonyl)-3-(dimethylamino)prop-2-enenitrile

Product 1

HCID 178509275HCID 178509275, compoundYield 30%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.05 ml (40.9 mmol) of NH2NH2 were added to a solution of 9.08 g (38.3 mmol) of 2-benzenesulphonyl-3-dimethylamino-acrylonitrile in 60 ml of EtOH and stirred at 40° for 5 hrs. The reaction solution was evaporated and the residue was partitioned between H2O and CH2Cl2. The aqueous phase was washed three times with CH2Cl2, and the combined organic phases were dried (MgSO4), filtered and evaporated. Chromatography (SiO2, CH2Cl2/MeOH 10:1) yielded 2.5 g (30%) of 4-benzenesulphonyl-1H-pyrazol-3-ylamine as a beige powder, m.p. 159-161°.

Workup

  1. customThe reaction solution was evaporated
  2. customthe residue was partitioned between H2O and CH2Cl2
  3. washThe aqueous phase was washed three times with CH2Cl2
  4. dry with materialthe combined organic phases were dried (MgSO4)
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-3b4f7ae3e20142189dc167d1f135ee98
Source dataset
uspto-grants-2001_02
Patent number
US06194410B1

Reaction notes

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