HCID 14010268, compound → HCID 19863758, compound

HRID 1731773Notes

Reaction equation

HRID 1731773 reaction equation
[ClH:1].[CH:2](=[N:9][CH2:10][CH2:11][NH:12][S:13]([N:16]([CH3:18])[CH3:17])(=[O:15])=[O:14])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[H][H]>CO.[Pd]>[ClH:1].[CH2:2]([NH:9][CH2:10][CH2:11][NH:12][S:13]([N:16]([CH3:18])[CH3:17])(=[O:15])=[O:14])[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 2

HCID 14010268HCID 14010268, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 19863758HCID 19863758, compoundYield 92.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 3.0 g (0.011 mole) of N-benzylidene-2-[N'-[(dimethylamino)sulfonyl]amino]ethylamine hydrochloride in 100 ml of methanol was hydrogenated, at 40 psi, over 0.3 g of 10% Pd-C catalyst until hydrogen uptake ceased (20 min.). The mixture was filtered and concentrated under reduced pressure to provide 3.0 g of crude product. The NMR spectrun was consistent with the assigned structure and the crude product was utilized directly without further purification.

Workup

  1. custom(20 min.)
  2. filtrationThe mixture was filtered
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-a3ed332751754a06bb2a04bb776f2e71
Source dataset
uspto-grants-1986_11
Patent number
US04623652

Reaction notes

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