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CS-W001157 4
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6-Bromopyridine-2-sulfonyl chloride

  • CAS No. 912934-77-1

  • Cat. No. CS-0146148
  • Molecule weight256.50
  • Purity≥95%
  • MDL No.MFCD11870765

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

6-Bromopyridine-2-sulfonyl chloride|CS-0146148

Structure of 912934-77-1

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General Information

  • CAS No. 912934-77-1
  • Cat. No. CS-0146148
  • Purity ≥95%
  • MDL No. MFCD11870765
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃BrClNO₂S
  • Molecular Weight 256.50
  • Synonym(s) 6-Bromo-2-pyridinesulfonyl chloride
  • SMILES O=S(C1=NC(Br)=CC=C1)(Cl)=O

Description

6-Bromopyridine-2-sulfonyl chloride features a brominated pyridine ring fused to a reactive sulfonyl chloride group, enabling direct incorporation into functionalized heterocycles. This electrophilic scaffold facilitates efficient coupling in synthetic transformations, particularly in the construction of bioactive sulfonamide derivatives and pharmaceutical intermediates under mild conditions.

Application

6-Bromopyridine-2-sulfonyl chloride serves as a versatile building block for constructing sulfonamide-containing heterocycles in medicinal chemistry and materials science. Its reactivity enables efficient coupling with amines under mild conditions, facilitating rapid access to functionalized pyridine scaffolds. The bromine substituent offers orthogonal handle for subsequent cross-coupling reactions, while the sulfonyl chloride group ensures high reactivity and ease of purification, making it well-suited for iterative synthesis campaigns.

Synthesis

  • Route1

    References

    • Journal of Organic Chemistry, , vol. 68, # 21 p. 8274 - 8276
  • Route2

    References

    • Emura, Takashi; Yoshino, Hitoshi; Tachibana, Kazutaka; Shiraishi, Takuya; Honma, Akie; Mizutani, Akemi; Muraoka, Terushige Synlett, 2011 , # 8 art. no. U00411ST, p. 1117 - 1120

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P280-P301+P330+P331-P304+P340

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Computational Chemistry Data

  • TPSA   47.03
  • LogP   1.7716
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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