HCID 178418361, compound → HCID 178481327, compound

HRID 2198546Notes

Reaction equation

HRID 2198546 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][NH:11][C:12]([N:14]([CH3:27])[C:15]2[CH:23]=[CH:22][CH:21]=[C:20]3[C:16]=2[C:17](=[O:26])[N:18]([CH3:25])[C:19]3=[O:24])=[O:13])=[CH:6][CH:5]=1)([O-])=O.[H][H]>O1CCCC1.[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([NH:10][NH:11][C:12]([N:14]([CH3:27])[C:15]2[CH:23]=[CH:22][CH:21]=[C:20]3[C:16]=2[C:17](=[O:26])[N:18]([CH3:25])[C:19]3=[O:24])=[O:13])=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178481328HCID 178481328, compound

Product 1

HCID 178481327HCID 178481327, compoundYield 87%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

1-p-Nitrophenyl-4-methyl-4-(2-methyl-1,3-dioxoisoindolin-4-yl)semicarbazide (2.6 g) was dissolved in 300 ml tetrahydrofuran and a catalytic amount (about 200 mg) of 10% palladium on carbon was added. The mixture was hydrogenated on a Parr hydrogenation apparatus overnight at 40 psi hydrogen pressure. The mixture was filtered and the solvent was evaporated to give 2.0 g (87% yield).

Workup

  1. filtrationThe mixture was filtered
  2. customthe solvent was evaporated
  3. customto give 2.0 g (87% yield)

Sources & evidence

ORD record
ord-4a837dd057544051873c65ff1bf278be
Source dataset
uspto-grants-1982_11
Patent number
US04358525

Reaction notes

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