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CS-W001157 4
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Methyl 5-amino-4-iodo-2-((methylsulfonyl)methyl)benzoate

  • CAS No. 2313230-37-2

  • Cat. No. CS-0112212
  • Molecule weight369.18
  • Purity≥96%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

Methyl 5-amino-4-iodo-2-((methylsulfonyl)methyl)benzoate|CS-0112212

Structure of 2313230-37-2

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General Information

  • CAS No. 2313230-37-2
  • Cat. No. CS-0112212
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₂INO₄S
  • Molecular Weight 369.18
  • Synonym(s) Benzoic acid, 5-amino-4-iodo-2-[(methylsulfonyl)methyl]-, methyl ester
  • SMILES O=C(OC)C1=CC(N)=C(I)C=C1CS(=O)(C)=O

Description

Methyl 5-amino-4-iodo-2-((methylsulfonyl)methyl)benzoate features a strategically positioned methylsulfonyl group that enhances solubility and metabolic stability, while the iodine and amino functionalities enable efficient cross-coupling reactions. This compound serves as a versatile intermediate in the synthesis of bioactive molecules and functionalized aromatic scaffolds under standard conditions.

Application

Methyl 5-amino-4-iodo-2-((methylsulfonyl)methyl)benzoate serves as a versatile building block for the synthesis of substituted benzimidazoles and other heterocyclic scaffolds via Pd-catalyzed cross-coupling reactions. The iodide group enables efficient Suzuki, Stille, or Sonogashira coupling, while the amino and methylsulfonylmethyl functionalities offer orthogonal reactivity for sequential transformations. Bench-stable and readily purified by flash chromatography, it facilitates streamlined access to complex aromatic architectures in medicinal chemistry and process development workflows.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   86.46
  • LogP   1.2046
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   3

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