64984-08-3

Basic information

• Product Name: 1-Iodo-4-(methylsulfonyl)benzene
• Synonyms: 1-Iodo-4-(methylsulfonyl)benzene
• CAS NO: 64984-08-3
• Molecular Formula: C₇H₇IO₂S
• Molecular Weight: 282.09875
• Mol File: 64984-08-3.mol

Chemical Properties

• Melting Point: 116-118 °C
• Boiling Point: 365.7±34.0 °C(Predicted)
• Appearance: /
• Density: 1.840±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1-Iodo-4-(methylsulfonyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Iodo-4-(methylsulfonyl)benzene(64984-08-3)
• EPA Substance Registry System: 1-Iodo-4-(methylsulfonyl)benzene(64984-08-3)

Safety Data

• Hazardous Substances Data: 64984-08-3(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
1-Iodo-4-(methylsulfonyl)benzene is used as a reagent for its ability to participate in substitution, elimination, and addition reactions, making it a valuable component in the synthesis of complex organic molecules.
Used in Medicinal Chemistry:
In the pharmaceutical industry, 1-Iodo-4-(methylsulfonyl)benzene is utilized as a key intermediate in the production of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Production:
1-Iodo-4-(methylsulfonyl)benzene also serves as a reagent in the synthesis of agrochemicals, playing a role in the creation of pesticides and other agricultural products to enhance crop protection and yield.
Used in Dye Manufacturing:
1-Iodo-4-(methylsulfonyl)benzene is employed as a starting material or intermediate in the manufacturing of dyes, contributing to the coloration and properties of various dye products.
Used in Imaging Agent Development:
In the field of medical imaging, 1-Iodo-4-(methylsulfonyl)benzene is used in the development of imaging agents, particularly those that rely on the unique properties of iodine for contrast enhancement in diagnostic procedures.
Used in Specialty Chemicals:
1-Iodo-4-(methylsulfonyl)benzene is also utilized in the production of specialty chemicals, where its unique structure and reactivity are harnessed for specific industrial applications and chemical formulations.

Upstream product

• 4052-30-6 4-methylsulfonylbenzoic acid 
• 98-61-3 p-Iodobenzenesulfonyl chloride 
• 62696-04-2 TBHP 
• 2751-27-1 4-iodobenzenesulfonyl hydrazide 
• 149104-88-1 4-methanesulphonylphenylboronic acid 
• 104-96-1 4-methylsulfanylaniline 
• 35371-03-0 4-iodothioanisole 
• 5470-49-5 4-methanesulfonylphenylamine 

Downstream Products

• 6462-34-6 4-(methylsulfonyl)-1,1′-biphenyl 
• 603143-27-7 (4,4,5,5-tetramethyl-2-[4-(methylsulfonyl)phenyl])-1,3,2-dioxaborolane 
• 83642-28-8 1-bromo-4-(4-(methylsulfonyl)phenoxy)benzene 
• 105135-96-4 3-(4-(methylsulfonyl)phenyl)prop-2-yn-1-ol 

Relevant articles and documents

Photoinduced Acetylation of Anilines under Aqueous and Catalyst-Free Conditions

A green and efficient visible-light induced functionalization of anilines under mild conditions has been reported. Utilizing nontoxic, cost-effective, and water-soluble diacetyl as photosensitizer and acetylating reagent, and water as the solvent, a variety of anilines were converted into the corresponding aryl ketones, iodides, and bromides. With advantages of environmentally friendly conditions, simple operation, broad substrate scope, and functional group tolerance, this reaction represents a valuable method in organic synthesis.

Palladium-Catalyzed Decarbonylative Iodination of Aryl Carboxylic Acids Enabled by Ligand-Assisted Halide Exchange

We report an efficient and broadly applicable palladium-catalyzed iodination of inexpensive and abundant aryl and vinyl carboxylic acids via in situ activation to the acid chloride and formation of a phosphonium salt. The use of 1-iodobutane as iodide source in combination with a base and a deoxychlorinating reagent gives access to a wide range of aryl and vinyl iodides under Pd/Xantphos catalysis, including complex drug-like scaffolds. Stoichiometric experiments and kinetic analysis suggest a unique mechanism involving C?P reductive elimination to form the Xantphos phosphonium chloride, which subsequently initiates an unusual halogen exchange by outer sphere nucleophilic substitution.

Method for catalyzing deaminized boric acid esterification or halogenation of arylamine

The invention belongs to the technical field of organic synthesis and in particular discloses a method for catalyzing deaminized boric acid esterification or halogenation of arylamine. The method comprises the following steps: putting arylamine and a nitroso type compound into a mixed solvent, and performing a reaction at 0-5 DEG; and further adding a raw material capable of providing a functionalization group A and a catalysis amount of a reaction accelerator, and performing deamination functionalization reaction under light radiation at 10-50 DEG C, so as to obtain a product that an amino site of the arylamine is modified by the functionalization group A. Due to synergetic control on substrates, reaction solvents, material mixing modes, temperatures, reaction accelerators and addition amounts, boric acid esterification or halogenation of arylamine, particularly electron donating substituted arylamine which is hard to treat effectively in technical schemes of the industry, can be achieved.

Dihydropyrimidine compound and uses of dihydropyrimidine compound in drugs

The present invention relates to a dihydropyrimidine compound and uses of the dihydropyrimidine compound as drugs, particularly as drugs for treatment and prevention of hepatitis B, particularly to acompound represented by a general formula (I) or (Ia) or an enantiomer, a diastereomer, a tautomer, a hydrate, a solvate or a pharmaceutically acceptable salt thereof, wherein each variable is definedin the specification. The invention further relates to uses of the compound represented by a general formula (I) or (Ia) or the enantiomer, the diastereomer, the tautomer, the hydrate, the solvate orthe pharmaceutically acceptable salt thereof as drugs, especially as drugs for treatment and prevention of hepatitis B. The formulas (I) and (Ia) are defined in the specification.

DIHYDROPYRIMIDINE COMPOUNDS AND USES THEREOF IN MEDICINE

Provided herein are a dihydropyrimidine compound and a pharmaceutical application thereof, especially the application used for treating and preventing HBV diseases. Specifically, provided herein is a compound having Formula (I) or (Ia), or an enantiomer, a diastereoisomer, a tautomer, a hydrate, a solvate, or a pharmaceutically acceptable salt thereof, wherein the variables of the formulas are as defined in the specification. Also provided herein is use of the compound having Formula (I) or (Ia), or an enantiomer, a diastereoisomer, a tautomer, a hydrate, a solvate, or a pharmaceutically acceptable salt thereof as a medicine, especially for treating and preventing HBV diseases.

Sulfoxide and sulfone compounds, as well as selective synthesis method and application thereof

The invention discloses a method for selectively synthesizing a sulfoxide compound shown as a formula (II) and a sulfone compound shown as a formula (III). In a reaction solvent, thioether (I) is usedas a reaction raw material and oxygen as an oxidation reagent, under the catalytic action of visible light and a photosensitive reagent; under the assistance of an additive, when a large-polarity proton-containing additive such as an acid and an alcohol or a solvent or an additive with excellent electron donating ability is used, a sulfoxide compound (II) is selectively generated; and when a small-polarity aprotic additive or a solvent is used, a sulfone compound (III) is selectively generated. The synthesis method has the advantages of easily available and cheap raw materials, simple reaction operation, mild reaction conditions, high yield and excellent functional group tolerance. According to the invention, synthesis and modification of some medicines are realized, and an efficient method for selectively constructing sulfoxide and sulfone compounds is provided for medicinal chemistry research.

Visible-Light-Photosensitized Aryl and Alkyl Decarboxylative Functionalization Reactions

Despite significant progress in aliphatic decarboxylation, an efficient and general protocol for radical aromatic decarboxylation has lagged far behind. Herein, we describe a general strategy for rapid access to both aryl and alkyl radicals by photosensitized decarboxylation of the corresponding carboxylic acids esters followed by their successive use in divergent carbon–heteroatom and carbon–carbon bond-forming reactions. Identification of a suitable activator for carboxylic acids is the key to bypass a competing single-electron-transfer mechanism and “switch on” an energy-transfer-mediated homolysis of unsymmetrical σ-bonds for a concerted fragmentation/decarboxylation process.

Electrochemical oxidations of thioethers: Modulation of oxidation potential using a hydrogen bonding network

A highly efficient chemo-selective electrochemical oxidation of thioethers to sulfoxides and sulfones was developed. The hydrogen bonding network generated from hexafluoro-2-propanol (HFIP) and acetic acid (AcOH) plays an important role in the modulation of oxidation potential. The hydrogen bonding network complexes strongly with the sulfoxide, making it less prone to further oxidation. Therefore, thioethers can be selectively electrochemically oxidized to sulfoxides and over-oxidization could be minimized. Moreover, this modulation of oxidization via hydrogen bonding was supported by density functional theory (DFT) calculations and cyclic voltammetry experiments.

Selective Late-Stage Oxygenation of Sulfides with Ground-State Oxygen by Uranyl Photocatalysis

Oxygenation is a fundamental transformation in synthesis. Herein, we describe the selective late-stage oxygenation of sulfur-containing complex molecules with ground-state oxygen under ambient conditions. The high oxidation potential of the active uranyl cation (UO22+) enabled the efficient synthesis of sulfones. The ligand-to-metal charge transfer process (LMCT) from O 2p to U 5f within the O=U=O group, which generates a UV center and an oxygen radical, is assumed to be affected by the solvent and additives, and can be tuned to promote selective sulfoxidation. This tunable strategy enabled the batch synthesis of 32 pharmaceuticals and analogues by late-stage oxygenation in an atom- and step-efficient manner.

Palladium-Catalyzed β-Arylation of Amide via Primary sp3C-H Activation

A β-arylation of primary sp3C-H bonds on simple amides such as pivalamides with aryl iodides/CF3CO2Ag has been established successfully at 120 °C in a Pd(OAc)2 (catalyst)/CF3CH2OH (solvent) system. Pivalamides including tBuCONH2, tBuCONHR, and tBuCONR2 undergo the arylations smoothly to afford β-aryl pivalamides in moderate to good yields. Various aryl iodides are available bearing either electron-donating or electron-withdrawing substituted groups in the coupling reactions.