N1,N2-Bis(2,5-dimethyl-1H-pyrrol-1-yl)oxalamide

CAS No.

289708-48-1

Synonyms

N1,N2-Bis(2,5-dimethyl-1H-pyrrol-1-yl)ethanediamide

Molecular formula

C14H18N4O2

Molecular weight

274.32 g/mol

Grade

Reagent grade

Packaging

Sealed PE bag / Fiber drum with PE liner

Chemical Product Description & Applications

N¹,N²-Bis(2,5-dimethyl-1H-pyrrol-1-yl)oxalamide is an oxalohydrazide-type ligand for copper-catalyzed bond formation. Its donor-containing oxalyl framework coordinates copper and supports catalytic coupling of aromatic halides with nitrogen or oxygen nucleophiles. The ligand is used as a reaction additive alongside the copper source, rather than as a stoichiometric fragment incorporated into the target molecule.

Reported applications include aryl amination, phenol arylation and visible-light-assisted ether formation. Its role is to create a productive copper coordination environment for those transformations. The substrate, copper precursor, base and activation method define the particular reaction system; the same ligand can therefore be relevant to several distinct coupling processes.

Typical Applications

  • Copper-catalyzed aryl amination: Used as the ligand in copper-mediated C–N coupling of aryl halides with suitable nitrogen nucleophiles.
  • Diarylether synthesis: Used in copper-catalyzed coupling of aryl chlorides with phenols, including reported aqueous reaction systems.
  • Light-assisted aryl ether formation: Used in visible-light-driven copper coupling of aryl bromides with oxygen nucleophiles to construct aryl–oxygen bonds.

Specifications

Parameter Specification Test Method
Appearance Solid; color consistent with the reference sample Visual inspection
Identification Consistent with authenticated reference FTIR fingerprint comparison
Chromatographic purity ≥98.0 area% HPLC with suitable UV or CAD detection
Total organic impurities ≤2.0 area% HPLC, area normalization
Largest individual impurity ≤1.0 area% HPLC, area normalization
Water ≤1.0% w/w Karl Fischer titration

Specifications describe the standard grade. Tolerance, test method and documentation package are confirmed per order.

Documents & Handling

Packaging

Sealed PE bag / Fiber drum with PE liner

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TDS

Technical Data Sheet

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SDS

Safety Data Sheet

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