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Home  > N,N'-Bis(2,4,6-trimethoxyphenyl)oxalamide

AY11728

957476-07-2 | N,N'-Bis(2,4,6-trimethoxyphenyl)oxalamide

Packsize Purity Availability Price Discounted Price    Quantity
100mg 98% in stock $25.00 $18.00 -   +
250mg 98% in stock $31.00 $22.00 -   +
1g 98% in stock $79.00 $56.00 -   +
5g 98% in stock $305.00 $214.00 -   +

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*All prices are in USD.

Description
Catalog Number: AY11728
Chemical Name: N,N'-Bis(2,4,6-trimethoxyphenyl)oxalamide
CAS Number: 957476-07-2
Molecular Formula: C20H24N2O8
Molecular Weight: 420.4132
MDL Number: MFCD30491289
SMILES: COc1cc(OC)cc(c1NC(=O)C(=O)Nc1c(OC)cc(cc1OC)OC)OC

 

Upstream Synthesis Route
  • To synthesize N,N'-Bis(2,4,6-trimethoxyphenyl)oxalamide, start with the appropriate 2,4,6-trimethoxyaniline as the phenyl component. This compound is reacted with oxalyl chloride to introduce the oxalamide functionality.
    
    1. **Preparation of 2,4,6-Trimethoxyaniline**: This can be achieved by the reduction of 2,4,6-trimethoxynitrobenzene, using suitable reducing agents like iron in acidic medium (HCl), followed by purification of the aniline derivative through recrystallization or distillation.
    
    2. **Synthesis of Oxalyl Chloride**: Commercially available or freshly prepared oxalyl chloride is used for the next step. Oxalyl chloride can be synthesized from oxalic acid by reaction with phosphorus pentachloride (PCl5) or thionyl chloride (SOCl2) if not commercially sourced.
    
    3. **Formation of N,N'-Bis(2,4,6-trimethoxyphenyl)oxalamide**: A stoichiometric amount of oxalyl chloride is reacted with 2,4,6-trimethoxyaniline in the presence of a base like pyridine, which acts as an HCl scavenger, under inert atmosphere conditions in an anhydrous solvent (such as dichloromethane) at low temperature to avoid any side reactions. The reaction process generally involves the formation of an intermediate acyl imidoyl chloride that subsequently reacts with another molecule of the aniline to form the final oxalamide product.
    
    4. **Purification**: The resulting crude N,N'-bis(2,4,6-trimethoxyphenyl)oxalamide can be purified by recrystallization using appropriate solvents like ethanol or by column chromatography, depending on the impurities present.
    
    5. **Characterization**: Confirm the structure and purity using NMR, IR, MS, and melting point determination. 
    
    Ensure throughout the process to maintain anhydrous conditions and proper stoichiometry to achieve high yield and purity. Safety precautions should also be observed when handling reactive reagents like oxalyl chloride.
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