HCID 20583266, compound → HCID 85803722, compound

HRID 1070635Notes

Reaction equation

HRID 1070635 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([N+:16]([O-])=O)=[C:6]([S:8]([CH2:11][C:12]([O:14][CH3:15])=[O:13])(=[O:10])=[O:9])[CH:7]=1.[H][H]>CO.[Pd]>[NH2:16][C:5]1[CH:4]=[CH:3][C:2]([CH3:1])=[CH:7][C:6]=1[S:8]([CH2:11][C:12]([O:14][CH3:15])=[O:13])(=[O:10])=[O:9]

Participants

5

Reactant 2

HCID 20583266HCID 20583266, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 85803722HCID 85803722, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Palladium (10%) on carbon is added to a solution of methyl ((5-methyl-2-nitro-phenyl)sulfonyl)acetate (Preparation 37, 2.0 g) in MeOH (60 mL) and the solution is shaken on a Parr apparatus under 30 psi of hydrogen. After 3 hours the solution is filtered through Celite and the filter cake eluted with MeOH (60 mL). The combined MeOH eluant is evaporated and the remaining residue placed under high vacuum overnight to obtain 1.76 g (99%) of the title compound as a dark solid. Physical characteristics: MS (ESI+) m/z 244 (M+H).

Workup

  1. filtrationAfter 3 hours the solution is filtered through Celite
  2. washthe filter cake eluted with MeOH (60 mL)
  3. customThe combined MeOH eluant is evaporated
  4. customplaced under high vacuum overnight

Sources & evidence

ORD record
ord-a931371a1d634e2e8f018cd845ed690d
Source dataset
uspto-grants-2005_06
Patent number
US06903097B2

Reaction notes

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