1H-Pyrazole, 4,5-dihydro-3-methyl-5-phenyl- → HCID 19873525, compound

HRID 465282Notes

Reaction equation

HRID 465282 reaction equation
[CH3:1][N:2]([O:21][CH3:22])[S:3]([N:6]([S:8]([NH:11][C:12](=O)[O:13]C1C=CC=CC=1)(=[O:10])=[O:9])[CH3:7])(=[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>[CH3:1][N:2]([O:21][CH3:22])[S:3]([N:6]([S:8]([NH:11][C:12]([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:13])(=[O:9])=[O:10])[CH3:7])(=[O:5])=[O:4]

Participants

4

Reactant 2

HCID 101301011H-Pyrazole, 4,5-dihydro-3-methyl-5-phenyl-HCID 19873523HCID 19873523, compound

Product 1

HCID 19873525HCID 19873525, compoundYield 42.4%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture comprising 1 g (2.83 mmol) of phenyl N-[(N-(N-methyl-N-methoxyaminosulfonyl)-N-methylamino)sulfonyl]-carbamate, 0.45 g (2.81 mmol) of 3-methyl-5-phenyl-2-pyrazoline and 30 ml of dry benzene was heated at 80° C. for 5 minutes. The mixture was left to cool, and then the solvent was distilled off under reduced pressure. The residue was purified by reverse phase column chromatography (CH3CN: H2O=7:3) to obtain 0.5 g of the desired 1-[(N-(N-methyl-N-methoxyaminosulfonyl)-N-methyl-amino)sulfonylcarbamoyl]-3-methyl-5-phenyl-2-pyrazoline as glassy substance.

Workup

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

Sources & evidence

ORD record
ord-f2648dc302094aa992468d9ac0ed9dba
Source dataset
uspto-grants-1992_10
Patent number
US05152824

Reaction notes

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