HCID 10171560, compound → HCID 10171430, compound

HRID 1591962Notes

Reaction equation

HRID 1591962 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:16]=[CH:17][CH:18]=1)[CH2:7][N:8]1[S:12](=[O:14])(=[O:13])[NH:11][C:10](=[O:15])[CH2:9]1)([O-])=O.[H][H]>CCO.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:16]=[CH:17][CH:18]=1)[CH2:7][N:8]1[S:12](=[O:14])(=[O:13])[NH:11][C:10](=[O:15])[CH2:9]1

Participants

5

Reactant 2

HCID 10171560HCID 10171560, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 10171430HCID 10171430, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of the title C compound in Example 5, 5-(3-nitrobenzyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one (30 mg, 0.11 mmol) in EtOH (5 mL) is added palladium on carbon (10 mg) and the mixture is stirred under 1 atm of hydrogen for 1 h. The catalyst is removed by filtration through a plug of Celite which is washed with MeCN/water (1:1), (20 mL). The solvents are evaporated to afford 5-(3-Aminobenzyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one as a brown solid: [M−1]−=240.

Workup

  1. customThe catalyst is removed by filtration through a plug of Celite which
  2. washis washed with MeCN/water (1:1), (20 mL)
  3. customThe solvents are evaporated

Sources & evidence

ORD record
ord-69f3f3c1e8a84171857021c18c2e4a16
Source dataset
uspto-grants-2007_11
Patent number
US07291635B2

Reaction notes

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