59457-26-0

Basic information

• Product Name: 1-Chloro-1λ3,2-benziodoxol-3-one
• Synonyms: 1-Chloro-1λ3,2-benziodoxol-3-one;1-Chloro-1,2-benziodoxol-3(1H)-one 98.0-102.0% (AT);1-Chloro-1,2-benziodoxol-3(1H)-one;1-Chloro-1,2-benziodoxol-3-one, 98%;3H-1,2-Benziodoxol-3-one, 1-chloro-
• CAS NO: 59457-26-0
• Molecular Formula: C₇H₄ClIO₂
• Molecular Weight: 282.46293
• Mol File: 59457-26-0.mol
• Article Data: 15

Chemical Properties

• Melting Point: 172-173 °C
• Appearance: /
• Storage Temp.: 2-8°C
• Solubility: DMSO (Slightly, Sonicated), Methanol (Slightly, Heated, Sonicated)
• Stability: Moisture Sensitive
• BRN: 141400
• CAS DataBase Reference: 1-Chloro-1λ3,2-benziodoxol-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Chloro-1λ3,2-benziodoxol-3-one(59457-26-0)
• EPA Substance Registry System: 1-Chloro-1λ3,2-benziodoxol-3-one(59457-26-0)

Safety Data

• Hazardous Substances Data: 59457-26-0(Hazardous Substances Data)

Usage

Description

1-Chloro-1λ3,2-benziodoxol-3-one is an organic compound that serves as a crucial intermediate in the synthesis of various pharmaceutical compounds. It is characterized by its unique chemical structure, which contributes to its reactivity and utility in chemical reactions.

Uses

Used in Pharmaceutical Synthesis:
1-Chloro-1λ3,2-benziodoxol-3-one is used as an intermediate in the synthesis of C179120, a compound related to Nilotinib (N465300). 1-Chloro-1λ3,2-benziodoxol-3-one has potential applications in the treatment of chronic myelogenous leukemia, a type of cancer that affects the blood and bone marrow.
In the context of pharmaceutical synthesis, 1-Chloro-1λ3,2-benziodoxol-3-one plays a vital role in the development of new drugs and therapies for various medical conditions. Its unique chemical properties allow it to participate in a range of reactions, making it a valuable component in the synthesis of complex molecules with potential therapeutic benefits.

InChI:InChI=1/C7H4ClIO2/c8-9-6-4-2-1-3-5(6)7(10)11-9/h1-4H

Upstream product

• 88-67-5 2-Iodobenzoic acid 
• 142260-70-6 1-(tert-butylperoxy)-1,2-benziodoxol-3(1H)-one 
• 131-62-4 1-hydroxy-1,2-benzodioxol-3-(1H)-one 
• 160732-56-9 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one 

Downstream Products

• 155791-59-6 Phosphoric acid 3-oxo-3H-1λ³-benzo[d][1,2]iodoxol-1-yl ester diphenyl ester 
• 22695-76-7 (2-carboxy-phenyl)-dichloro-λ³-iodane 
• 2762-20-1 1-chloro-2,3,5,6-tetramethylbenzene 
• 131-62-4 1-hydroxy-1,2-benzodioxol-3-(1H)-one 
• 1829-26-1 1-acetoxy-1,2-benziodoxol-3-one 
• 142260-70-6 1-(tert-butylperoxy)-1,2-benziodoxol-3(1H)-one 
• 1829-25-0 1-methoxy-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one 
• 119015-52-0 1-(1,2-dichloroethyl)-4-methoxybenzene 
• 20264-95-3 2-(4-nitrophenyl)ethyl chloride 

Relevant articles and documents

Tosyloxybenziodoxolone: A Platform for Performing the Umpolung of Alkynes in One-Pot Transformations

Ethynylbenziodoxolones (EBXs) are commonly encountered reagents for the electrophilic alkynylation of nucleophiles. Herein, we report a one-pot, two-step process for EBX generation and their direct application in substrate functionalization. Our approach enables us to bypass the originally mandatory isolation and purification of the reagents, resulting in a more efficient synthesis. We could apply this process to seven different transformations involving both two- and one-electron nucleophiles to obtain a large variety of alkynylated products.

Three-Component Synthesis of Quinolines Based on Radical Cascade Visible-Light Photoredox Catalysis

Synthesis of highly substituted quinolines has been developed based on three-component radical cascade based on visible-light photoredox catalysis. This tandem coupling reaction has been coordinated to proceed with high chemoselectivity based on the differential electronic properties of coupling partners. Subjection of electron-rich β-aminoacrylates with electron-deficient halides and alkenes to the optimized conditions leads to the formation of quinolines in good yields after in situ oxidation of tetrahydroquinolines. Detailed mechanistic studies which reveal an unexpected reaction pathway is described. (Figure presented.).

Unexpected reactivity of cyclic perfluorinated iodanes with electrophiles

We have found that cyclic perfluorinated iodanes react with electrophiles (E+ = Br, Cl, F, I) to afford perfluorinated E-RF compounds. This reactivity is unexpected since cyclic perfluorinated iodanes are considered as electrophilic reagents that normally react with nucleophiles (e.g. Nu- = SR, OR) to afford Nu-RF products. The utility of this new transformation is demonstrated for a [18F]CF3CF2-containing compound which was prepared from [18F]XeF2 obtained from cyclotron produced [18F]fluoride.