1H-Pyrazole, 4,5-dihydro-3-methyl-5-phenyl- → HCID 19873531, compound

HRID 465281Notes

Reaction equation

HRID 465281 reaction equation
[CH3:1][N:2]([CH3:22])[S:3]([N:6]([S:9]([NH:12][C:13](=O)[O:14]C1C=CC=CC=1)(=[O:11])=[O:10])[O:7][CH3:8])(=[O:5])=[O:4].[CH3:23][C:24]1[CH2:28][CH:27]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[NH:26][N:25]=1>C1C=CC=CC=1>[CH3:22][N:2]([CH3:1])[S:3]([N:6]([S:9]([NH:12][C:13]([N:26]1[CH:27]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH2:28][C:24]([CH3:23])=[N:25]1)=[O:14])(=[O:11])=[O:10])[O:7][CH3:8])(=[O:4])=[O:5]

Participants

4

Reactant 2

HCID 101301011H-Pyrazole, 4,5-dihydro-3-methyl-5-phenyl-HCID 19873532HCID 19873532, compound

Product 1

HCID 19873531HCID 19873531, compoundYield 23.8%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

4.24 g (12 mmol) of phenyl N-[(N-dimethylsulfamoyl-N-methoxyamino)sulfonyl]carbamate was dissolved in 30 ml of dry benzene, and 1.6 g (10 mmol) of 3-methyl-5-phenyl-2-pyrazoline was added thereto. The mixture was refluxed for 5 minutes. The mixture was left to cool, and the solvent was distilled off under reduced pressure. The residue was purified by reverse phase column chromatography (CH3CN: H2O=7:3) to obtain 1.0 g of the desired 1-[(N-dimethylsulfamoyl-N-methoxyamino)sulfonylcarbamoyl]-3-methyl-5-phenyl-2-pyrazoline.

Workup

  1. temperatureThe mixture was refluxed for 5 minutes
  2. waitThe mixture was left
  3. temperatureto cool
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe residue was purified by reverse phase column chromatography (CH3CN: H2O=7:3)

Sources & evidence

ORD record
ord-850fa6731f1a4705bb317fec94b5a334
Source dataset
uspto-grants-1992_10
Patent number
US05152824

Reaction notes

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