HCID 69093204, compound → HCID 86666689, compound

HRID 2409093Notes

Reaction equation

HRID 2409093 reaction equation
[CH3:1][C:2]1[C:6]([N+:7]([O-:9])=[O:8])=[CH:5][N:4]([C:10]2[CH:15]=[CH:14][C:13]([S:16]([CH3:19])(=[O:18])=[O:17])=[CH:12][CH:11]=2)[N:3]=1.[CH3:20][C:21]1[N:25]([C:26]2[CH:31]=[CH:30][C:29]([S:32]([CH3:35])(=[O:34])=[O:33])=[CH:28][CH:27]=2)[N:24]=[CH:23][C:22]=1[N+:36]([O-:38])=[O:37]>[Pd].C(O)C>[CH3:20][C:21]1[N:25]([C:26]2[CH:27]=[CH:28][C:29]([S:32]([CH3:35])(=[O:34])=[O:33])=[CH:30][CH:31]=2)[N:24]=[CH:23][C:22]=1[N+:36]([O-:38])=[O:37].[CH3:1][C:2]1[C:6]([N+:7]([O-:9])=[O:8])=[CH:5][N:4]([C:10]2[CH:11]=[CH:12][C:13]([S:16]([CH3:19])(=[O:18])=[O:17])=[CH:14][CH:15]=2)[N:3]=1

Participants

5

Reactant 2

HCID 69093204HCID 69093204, compoundHCID 69093432HCID 69093432, compound

Product 1

HCID 86666689HCID 86666689, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Conditions

Temperature
55 °C

Procedure

A suspension of 3-methyl-1-(4-(methylsulfonyl)phenyl)-4-nitro-1H-pyrazole compound and 5-methyl-1-(4-(methylsulfonyl)phenyl)-4-nitro-1H-pyrazole (0.57 g, 2.0 mmol) and palladium on carbon (10 wt %, 0.2 g) in ethanol was stirred under a hydrogen atmosphere at 55° C. for 18 hours. The reaction mixture was filtered through celite and concentrated to give the title compounds as a mixture of regioisomers (446 mg, 87%).

Workup

  1. filtrationThe reaction mixture was filtered through celite and
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-adfc51c1bcd24a23adc47a27fbfe8139
Source dataset
uspto-grants-2014_08
Patent number
US08815882B2

Reaction notes

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