HCID 14010268, compound → HCID 19863758, compound

HRID 1165001Notes

Reaction equation

HRID 1165001 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 spectrum 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-6169d013823c4191ae89b402c539abcd
Source dataset
uspto-grants-1990_03
Patent number
US04906661

Reaction notes

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