618-51-9

Usage

Uses

Used in Organic Synthesis:
3-Iodobenzoic acid is used as a reagent in organic synthesis for the production of various organic compounds, including pharmaceuticals, agrochemicals, and dyes.
Used in Pharmaceutical Industry:
3-Iodobenzoic acid is used as an intermediate in the synthesis of pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Industry:
3-Iodobenzoic acid is employed as a building block in the creation of agrochemicals, which are essential for enhancing crop protection and productivity.
Used in Dyestuff Industry:
3-Iodobenzoic acid is utilized in the production of dyes, playing a role in the development of colorants for various applications, such as textiles and plastics.
Used in Suzuki Reaction:
3-Iodobenzoic acid is used as a reactant in the Suzuki reaction, a type of cross-coupling reaction in organic chemistry that facilitates the formation of carbon-carbon bonds.
Used in Capillary Electrophoresis:
3-Iodobenzoic acid is used as a UV absorbing background electrolyte in the separation of uncharged cyclodextrins and their derivatives by capillary electrophoresis, a technique employed for the analysis and purification of various compounds.
Used in Solid Phase Synthesis:
3-Iodobenzoic acid is used as a component in the solid phase synthesis of γ-turn mimetic libraries, which are collections of compounds that mimic the structure and function of γ-turns in peptides and proteins, important for the development of new drugs and bioactive molecules.

Purification Methods

Crystallise the acid repeatedly from water and EtOH. Sublime it under vacuum at 100o. [Beilstein 9 IV 1033.]

InChI:InChI=1/C7H5IO2/c8-6-3-1-2-5(4-6)7(9)10/h1-4H,(H,9,10)/p-1

Upstream product

• 636-98-6 p-nitrobenzene iodide 
• 506-78-5 cyanogen iodide 
• 109495-19-4 N,N'-bis(3-carboxy-phenyl)-triazene 
• 64-17-5 ethanol 
• 64297-60-5 m-iodosylbenzoic acid 
• 696-41-3 m-iodobenzaldehyde 
• 625-95-6 3-Iodotoluene 
• 532-31-0 silver benzoate 
• 1743-37-9 diazotierte 3-Amino-benzoesaeure 
• 100-52-7 benzaldehyde 
• 99-05-8 meta-aminobenzoic acid 
• 65-85-0 benzoic acid 
• 14452-30-3 3'-iodoacetophenone 
• 98-88-4 benzoyl chloride 

Downstream Products

• 618-91-7 methyl 3-iodo-benzoate 
• 58313-23-8 3-iodobenzoic acid methyl ester 
• 121-91-5 isophthalic acid 
• 1711-10-0 3-iodobenzoyl chloride 
• 23178-73-6 3-(dichloroiodo)benzoic acid 
• 64297-60-5 m-iodosylbenzoic acid 
• 75863-28-4 m-Iodbenzoesaeureanhydrid 
• 57455-06-8 3-iodobenzylalcohol 
• 109185-33-3 (3-carboxy-phenyl)-phenyl-iodonium ; iodide 
• 626-01-7 3-Iodoaniline 
• 26229-07-2 2-(3-iodo-phenyl)-3-phenyl-5-thioxo-4,5-dihydro-[1,3,4]thiadiazolium betaine 
• 91487-18-2 2,5-dioxopyrrolidin-1-yl 3-iodobenzoate 
• 81217-10-9 N-(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-3-iodo-N-isopropyl-benzamide 
• 132545-15-4 3-(3-hydroxy-1-propynyl)benzoic acid 

Relevant academic research and scientific papers

Bimetallic Cooperative Catalysis for Decarbonylative Heteroarylation of Carboxylic Acids via C-O/C-H Coupling

Cooperative bimetallic catalysis is a fundamental approach in modern synthetic chemistry. We report bimetallic cooperative catalysis for the direct decarbonylative heteroarylation of ubiquitous carboxylic acids via acyl C-O/C-H coupling. This novel catalytic system exploits the cooperative action of a copper catalyst and a palladium catalyst in decarbonylation, which enables highly chemoselective synthesis of important heterobiaryl motifs through the coupling of carboxylic acids with heteroarenes in the absence of prefunctionalization or directing groups. This cooperative decarbonylative method uses common carboxylic acids and shows a remarkably broad substrate scope (>70 examples), including late-stage modification of pharmaceuticals and streamlined synthesis of bioactive agents. Extensive mechanistic and computational studies were conducted to gain insight into the mechanism of the reaction. The key step involves intersection of the two catalytic cycles via transmetallation of the copper–aryl species with the palladium(II) intermediate generated by oxidative addition/decarbonylation.

Method for preparing iodo-benzoic acid (ester) by improving moral Michael reaction

The invention discloses a method for preparing iodo-benzoic acid (ester) by improving a moral reaction, and belongs to the technical field of organic synthesis. The method comprises the following steps: preparing and separating the diazonium tetrafluoroborate through diazotization of aminobenzoic acid (ester) and then performing iodination reaction with the iodinated reagent in an organic medium to obtain the corresponding iodo carboxylic acid (ester). The iodo-benzoic acid (ester) prepared by the method has high purity. The method has the advantages of good quality and simple post-treatment, and the product yield reaches 70 - 90%.

Efficiency of lithium cations in hydrolysis reactions of esters in aqueous tetrahydrofuran

Lithium cations were observed to accelerate the hydrolysis of esters with hydroxides (KOH, NaOH, LiOH) in a water/tetrahydrofuran (THF) two-phase system. Yields in the hydrolysis of substituted benzoates and aliphatic esters using the various hydroxides were compared, and the effects of the addition of lithium salt were examined. Moreover, it was presumed that a certain amount of LiOH was dissolved in THF by the coordination of THF with lithium cation and hydrolyzed esters even in the THF layer, as in the reaction by a phase-transfer catalyst.

Method for preparing aromatic carboxylic acid compound

The invention discloses a method for preparing an aromatic carboxylic acid compound. The method comprises the following steps: 1) heating carbon dioxide and hydrosilane in the presence of a copper catalyst in a reaction medium A; and 2) adding a reaction medium B, aryl halide, a palladium catalyst and a base to the reaction mixture in the step 1), sealing the reaction system, and performing a heating reaction. The method has the advantages that raw materials are simple and easy to obtain, the raw materials are cheap and stable, the catalyst is common, easy to obtain and stable, the reaction conditionsaremild, the aftertreatment is simple, the yield is high, and the like.

CARDIAC SARCOMERE INHIBITORS

Provided are compounds of Formula (I), or a pharmaceutically acceptable salt thereof, wherein R1, R2A, R2B, R3, R4, and R5 are as defined herein. Also provided is a pharmaceutically acceptable composition comprising a compound of Formula (I), or a pharmaceutically acceptable salt thereof. Also provided are methods of using a compound of Formula (I), or a pharmaceutically acceptable salt thereof.

Highly-chemoselective step-down reduction of carboxylic acids to aromatic hydrocarbons: Via palladium catalysis

Aryl carboxylic acids are among the most abundant substrates in chemical synthesis and represent a perfect example of a traceless directing group that is central to many processes in the preparation of pharmaceuticals, natural products and polymers. Herein, we describe a highly selective method for the direct step-down reduction of carboxylic acids to arenes, proceeding via well-defined Pd(0)/(ii) catalytic cycle. The method shows a remarkably broad substrate scope, enabling to direct the classical acyl reduction towards selective decarbonylation by a redox-neutral mechanism. The utility of this reaction is highlighted in the direct defunctionalization of pharmaceuticals and natural products, and further emphasized in a range of traceless processes using removable carboxylic acids under mild, redox-neutral conditions orthogonal to protodecarboxylation. Extensive DFT computations were conducted to demonstrate preferred selectivity for the reversible oxidative addition and indicated that a versatile hydrogen atom transfer (HAT) pathway is operable.

Preparation method of substituted benzoic acid compounds

The invention relates to the field of production of chemical products, in particular to a preparation method of substituted benzoic acid compounds represented as general formula (II) in the description. The preparation method comprises steps as follows: corresponding substituted alkyl benzene represented as general formula (I) in the description is taken as a raw material, dilute nitric acid is taken as a reaction medium, oxygen is taken as an oxidant, an imide compound with a structure represented as formula (III) in the description or formula (IV) in the description is selected as a catalyst, all materials are subjected to catalytic oxidation in a high-pressure kettle, and substituted benzoic acid is prepared, wherein R1 is C1-C4 alkyl and R2 is halogen, nitryl, C1-C4 alkyl, methoxyl andtrifluoromethyl. The green preparation method of the substituted benzoic acid compounds is provided and has the advantages of high production purity, simple preparation, mild reaction conditions, simple aftertreatment, low cost and no pollution.

Method for copper-catalyzed carboxylation reaction of arylboronic acid and carbon dioxide

The invention discloses a method for a copper-catalyzed carboxylation reaction of arylboronic acid and carbon dioxide. According to the method, carbon dioxide is used as a C1 source, copper catalysisis adopted, alkoxide serves as alkali, and a reaction is carried out in an organic solvent; the method is simple in process and easy to implement, and shows wide functional group compatibility; the method allows various arylboronic acids such as monosubstituted or polysubstituted phenylboronic acid, polycyclic aromatic hydrocarbon boronic acid and benzoheterocyclic boronic acid to be converted into corresponding arylcarboxylic acids with considerable yield under mild conditions; and the produced carboxylic acids have important application value, and can be used for deriving a great number of other common chemical substances, such as acyl halide, acid anhydride, ester and amide.

A simple and efficient iodination of aromatic compounds using I2/Choline Chloride/K2S2O8

A simple and efficient method for the iodination of aromatic compounds has been achieved in the presence of molecular iodine, choline chloride and potassium peroxodisulfate at 65 °C in acetonitrile. The rate of conversion of aromatic compounds into iodoaromatic compounds was promoted by in situ formed choline peroxodisulfate. This protocol provides an efficient access to iodoarenes with operational simplicity, good functional group tolerance and a moderate to good product yield.

Direct Transformation of Arylamines to Aryl Halides via Sodium Nitrite and N-Halosuccinimide

A one-pot universal approach for transforming arylamines to aryl halides via reaction with sodium nitrite (NaNO2) and N-halosuccinimide (NXS) in DMF at room temperature under metal- and acid-free condition is described. This new protocol that is complementary to the Sandmeyer reaction, is suggested to involve the in situ generation of nitryl halide induce nitrosylation of aryl amine to form the diazo intermediate which is halogenated to furnish the aryl halide.