HCID 86591042, compound → HCID 67139584, compound

HRID 1592012Notes

Reaction equation

HRID 1592012 reaction equation
[CH3:1][O:2][C:3]1[CH:29]=[C:28]([O:30][CH3:31])[CH:27]=[CH:26][C:4]=1[CH2:5][N:6]1[C:10](=[O:11])[CH2:9][N:8]([C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-])=O)=[CH:14][C:13]=2[N+:21]([O-])=O)[S:7]1(=[O:25])=[O:24]>CO.CCOC(C)=O.[Pd]>[CH3:1][O:2][C:3]1[CH:29]=[C:28]([O:30][CH3:31])[CH:27]=[CH:26][C:4]=1[CH2:5][N:6]1[C:10](=[O:11])[CH2:9][N:8]([C:12]2[CH:17]=[CH:16][C:15]([NH2:18])=[CH:14][C:13]=2[NH2:21])[S:7]1(=[O:25])=[O:24]

Participants

4

Reactant 1

HCID 86591042HCID 86591042, compound

Product 1

HCID 67139584HCID 67139584, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584119Ethylacetate methanolSolvent

Procedure

A mixture of the title C compound, 2-(2,4-dimethoxybenzyl)-5-(2,4-dinitrophenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one (200 mg, 4.42 mmol) in 20 mL of MeOH/EtOAc (3:1) and 10% palladium on carbon (100 mg) is shaken under hydrogen atmosphere at 40 psi for 1 h. The catalyst is removed by filtration and the solvents are evaporated to afford 2-(2,4-dimethoxy-benzyl)-5-(2,4-diaminophenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one as a brown solid: [M+1]+=393.

Workup

  1. customThe catalyst is removed by filtration
  2. customthe solvents are evaporated

Sources & evidence

ORD record
ord-9fcfcea59f734bda990377d9e670c126
Source dataset
uspto-grants-2007_11
Patent number
US07291635B2

Reaction notes

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