2-Bromobenzo[d]isothiazol-3(2H)-one 1,1-dioxide

Name: 2-Bromobenzo[d]isothiazol-3(2H)-one 1,1-dioxide
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 35812-01-2
Cat. No. CS-0144769
Purity≥96%
MDL No.MFCD03844772

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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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2-Bromobenzo[d]isothiazol-3(2H)-one 1,1-dioxide|CS-0144769

Structure of 35812-01-2

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General Information

CAS No. 35812-01-2
Cat. No. CS-0144769
Purity ≥96%
MDL No. MFCD03844772
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrNO₃S
Molecular Weight 262.08
Synonym(s) N-Bromosaccharin
SMILES O=C1N(Br)S(=O)(C2=C1C=CC=C2)=O

Description

2-Bromobenzo[d]isothiazol-3(2H)-one 1,1-dioxide is a bench-stable, electron-deficient heterocycle featuring a bromine substituent and sulfone group. This combination imparts enhanced reactivity in cross-coupling processes and improves solubility in polar solvents. The molecule integrates readily into complex scaffolds requiring halogen-directed functionalization.

Application

2-Bromobenzo[d]isothiazol-3(2H)-one 1,1-dioxide serves as a versatile building block for the synthesis of bioactive heterocycles, leveraging its electrophilic bromine and sulfonamide-like functionality. The molecule exhibits bench stability and facilitates palladium-catalyzed cross-coupling reactions, enabling efficient access to substituted benzothiazole scaffolds commonly found in medicinal chemistry. Its functional group tolerance supports downstream derivatization in multi-step syntheses.

Synthesis

Route1
- In-stock
  
  81-07-2
- ~84%
- In-stock
  
  35812-01-2
References
- Synlett, , # 2 p. 194 - 200
Route2
- In-stock
  
  128-44-9
- ~64%
- In-stock
  
  35812-01-2
References
- Synthetic Communications, , vol. 33, # 6 p. 935 - 939

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

Quality Control

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Computational Chemistry Data

TPSA 54.45
LogP 1.141
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

General Reagents Halogenating Reagents Bromination Reagent

Building Blocks Skeleton Aromatic heterocycle compounds Benzoisothiazole compounds

Chemical Synthesis Synthetic Reagents Oxidation Oxidants (Other)

Chemical Synthesis Synthetic Reagents C-X(Halogen) Bond Formation Bromination

Key Words

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2-Bromobenzo[d]isothiazol-3(2H)-one 1,1-dioxide

CAS No. 35812-01-2

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