HCID 22406961, compound → HCID 22406929, compound

HRID 440332Notes

Reaction equation

HRID 440332 reaction equation
[C:1]([C:7]1[S:8][C:9]([S:12]([NH2:15])(=[O:14])=[O:13])=[CH:10][N:11]=1)#[C:2][CH2:3][CH2:4][CH2:5][CH3:6]>CO.[Pd]>[CH2:1]([C:7]1[S:8][C:9]([S:12]([NH2:15])(=[O:14])=[O:13])=[CH:10][N:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

4

Reactant 1

HCID 22406961HCID 22406961, compound

Product 1

HCID 22406929HCID 22406929, compoundYield 80.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2-(1-hexynyl)-5-thiazole sulfonamide (0.04 g, 0.16 mmol) was dissolved in 5 mL of methanol. 0.01 g of palladium/carbon was added and the solution purged three times with hydrogen. The reaction was left under 30 psi of hydrogen for 48 hours. The mixture was filtered through celite and the filtrate concentrated. The residue was purified on the chromatatron (eluted with 5:1.5:3.5 CH2Cl2 /Et2O, hexane) to afford 32 mg (80%) of 2-hexyl-5-thiazole sulfonamide.

Workup

  1. customthe solution purged three times with hydrogen
  2. filtrationThe mixture was filtered through celite
  3. concentrationthe filtrate concentrated
  4. customThe residue was purified on the chromatatron (eluted with 5:1.5:3.5 CH2Cl2 /Et2O, hexane)

Sources & evidence

ORD record
ord-c5963345461d492488fe8ab7472fb746
Source dataset
uspto-grants-1996_05
Patent number
US05519040

Reaction notes

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