HCID 18960408, compound → HCID 18960411, compound

HRID 1707931Notes

Reaction equation

HRID 1707931 reaction equation
[CH3:1][C:2]([NH:5][S:6]([CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N+:16]([O-])=O)(=[O:8])=[O:7])([CH3:4])[CH3:3].[H][H]>[Pd].C(O)C>[NH2:16][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1[CH2:9][S:6]([NH:5][C:2]([CH3:4])([CH3:3])[CH3:1])(=[O:8])=[O:7]

Participants

5

Reactant 2

HCID 18960408HCID 18960408, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18960411HCID 18960411, compoundYield 94.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 12 g (0.044 mol) of N-(1,1-dimethylethyl)-2-nitrobenzenemethanesulfonamide and 1 g of 10% palladium on carbon in 175 mL ethanol was reduced by shaking in a hydrogen atmosphere at 50 psi for 30 minutes. The catalyst was removed by filtration through a pad of diatomaceous earth with ethanol rinsing. The filtrate was then evaporated under reduced pressure and the residue crystallized from n-butyl chloride and hexanes to afford 10.1 g of the title compound, m.p. 115°-117° C.

Workup

  1. customThe catalyst was removed by filtration through a pad of diatomaceous earth with ethanol rinsing
  2. customThe filtrate was then evaporated under reduced pressure
  3. customthe residue crystallized from n-butyl chloride and hexanes

Sources & evidence

ORD record
ord-d1707b62de094a0ebaaf8ddc19e72547
Source dataset
uspto-grants-1994_10
Patent number
US05356862

Reaction notes

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