1-Acetyl-2,3-dihydro-1H-indole-5-sulfonyl chloride

Name: 1-Acetyl-2,3-dihydro-1H-indole-5-sulfonyl chloride
Brand: ChemScene
Availability: InStock
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CAS No. 52206-05-0
Cat. No. CS-0072021
Purity≥95%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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1-Acetyl-2,3-dihydro-1H-indole-5-sulfonyl chloride|CS-0072021

Structure of 52206-05-0

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General Information

CAS No. 52206-05-0
Cat. No. CS-0072021
Purity ≥95%
MDL No. None
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₀ClNO₃S
Molecular Weight 259.71
Synonym(s) N-ACETYLINDOLINE-5-SULPHONYL CHLORIDE
SMILES O=S(C1=CC=C(C2=C1)N(CC2)C(C)=O)(Cl)=O

Description

1-Acetyl-2,3-dihydro-1H-indole-5-sulfonyl chloride features a reactive sulfonyl chloride group flanked by an acetylated indoline core, enabling direct incorporation into amide-linked architectures. This bench-stable derivative delivers efficient conjugation in synthetic workflows requiring site-specific functionalization.

Application

1-Acetyl-2,3-dihydro-1H-indole-5-sulfonyl chloride serves as a versatile sulfonylating agent for the introduction of sulfonamide groups under mild conditions. Its acetyl-protected indoline scaffold enables direct functionalization at nitrogen and facilitates downstream derivatization in medicinal chemistry campaigns. The reagent exhibits good bench stability and compatibility with common functional groups, enabling efficient synthesis of heterocyclic scaffolds relevant to API development.

Synthesis

Route1
- In-stock
  
  16078-30-1
- ~84%
- In-stock
  
  52206-05-0
References
- Borror, Alan L.; Chinoporos, Efthimios; Filosa, Michael P.; Herchen, Stephen R.; Petersen, Cheryl Pizzo; Stern, Carol A. Journal of Organic Chemistry, 1988 , vol. 53, # 9 p. 2047 - 2052
Route2
- In-stock
  
  496-15-1
- ~%
- In-stock
  
  52206-05-0
References
- Khan, Pasha M.; Correa, Ricardo G.; Divlianska, Daniela B.; Peddibhotla, Satyamaheshwar; Sessions, E. Hampton; Magnuson, Gavin; Brown, Brock; Suyama, Eigo; Yuan, Hongbin; Mangravita-Novo, Arianna; Vicchiarelli, Michael; Su, Ying; Vasile, Stefan; Smith, Layton H.; Diaz, Paul W.; Reed, John C.; Roth, Gregory P. ACS Medicinal Chemistry Letters, 2011 , vol. 2, # 10 p. 780 - 785

Safety Information

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GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3261
Class : 8	Packing Group : Ⅲ
Hazard Statements : H314-H318
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

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Computational Chemistry Data

TPSA 54.45
LogP 1.5231
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indolin compounds

Key Words

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1-Acetyl-2,3-dihydro-1H-indole-5-sulfonyl chloride

CAS No. 52206-05-0

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