42298-41-9

Usage

Uses

Used in Pharmaceutical Industry:
5-IODO-2-METHOXYBENZALDEHYDE is used as an intermediate in the synthesis of pharmaceuticals for its ability to be incorporated into the molecular structures of various medicinal compounds. Its presence in the synthesis process aids in the development of new drugs with specific therapeutic properties.
Used in Organic Chemical Synthesis:
5-IODO-2-METHOXYBENZALDEHYDE is utilized as a key component in the production of fine chemicals and organic chemicals. Its unique structure allows it to participate in various chemical reactions, facilitating the creation of a wide range of chemical products.
Used in Research and Development:
5-IODO-2-METHOXYBENZALDEHYDE is employed in research settings to explore its chemical properties and potential applications. Its reactivity and structural features make it a valuable compound for studying organic reactions and developing new synthetic methodologies.
Handling and Safety:
Due to its strong odor and potentially hazardous nature, 5-IODO-2-METHOXYBENZALDEHYDE is typically handled with care in controlled environments. Proper safety measures, such as wearing protective gear and working in well-ventilated areas, are essential to minimize health and environmental risks associated with its use.

InChI:InChI=1/C8H7IO2/c1-11-8-3-2-7(9)4-6(8)5-10/h2-5H,1H3

Upstream product

• 578-58-5 2-methylmethoxybenzene 
• 1761-62-2 5-iodosalicyclaldehyde 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 
• 135-02-4 ortho-anisaldehyde 
• 90-02-8 salicylaldehyde 
• 4885-02-3 Dichloromethyl methyl ether 
• 696-62-8 para-iodoanisole 
• 121124-97-8 3-formyl-4-methoxyphenylboronic acid 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 929896-10-6 (2R,3S)-1-(tert-butoxycarbonyl)-2-(tert-butyldimethylsilyloxy)methyl-3-(3-formyl-4-methoxy-phenoxy)-pyrrolidine 
• 1009839-28-4 4-iodo-1-methoxy-2-vinylbenzene 
• 1185762-31-5 4-iodo-1-methoxy-2-(2-methoxyvinyl)benzene 
• 1185762-32-6 (Z)-4-iodo-2-(2-iodovinyl)-1-methoxybenzene 
• 1443430-10-1 (E)-1-(2-hydroxyphenyl)-3-(5-iodo-2-methoxyphenyl)prop-2-en-1-one 
• 1443430-19-0 3-hydroxy-2-(5-iodo-2-methoxyphenyl)-4H-chromen-4-one 

Relevant academic research and scientific papers

Focused ortho-Lithiation and Functionalization of p-Bromo- and p-Iodoanisole

By use of the strategy for ortho-lithiation (DoM) that conceptually diminishes the pKA difference between the ortho-H of the substrate and the conjugate acid of the metalating agent, effective metalation of bromine and iodine bearing aryl substrates can be carried out. As a set of prototypes, p-bromoanisole (p-BrA) and p-iodoanisole (p-IA) have been successfully ortho-metalated in promoted hydrocarbon media using ortho-lithiodimethylbenzylamine (o-LiDMBA) as the metalating agent. No hint of exchange of either halogen was noted using these conditions. These studies add to the emerging evidence of a hitherto unidentified acidifying effect on the proton(s) ortho- to a directing metalation group (DMG) by both a p-iodo and a p-bromo substituent.

Silver(I)-catalyzed iodination of arenes: Tuning the lewis acidity of N-iodosuccinimide activation

A mild and rapid method for the iodination of arenes that utilizes silver(I) triflimide as a catalyst for activation of N-iodosuccinimide has been developed. The transformation was found to be general for a wide range of anisole, aniline, acetanilide, and phenol derivatives and allowed the late-stage iodination of biologically active compounds such as PIMBA, a SPECT imaging agent of breast cancer, and (a?)-IBZM, a dopamine D2 receptor antagonist. The method was also modified for the radioiodination of arenes using a one-pot procedure involving the in situ generation of [125I]-N-iodosuccinimide followed by the silver(I)-catalyzed iodination.

Highly Regioselective Iodination of Arenes via Iron(III)-Catalyzed Activation of N-Iodosuccinimide

An iron(III)-catalyzed method for the rapid and highly regioselective iodination of arenes has been developed. Use of the powerful Lewis acid, iron(III) triflimide, generated in situ from iron(III) chloride and a readily available triflimide-based ionic liquid allowed activation of N-iodosuccinimide (NIS) and efficient iodination under mild conditions of a wide range of substrates including biologically active compounds and molecular imaging agents.

Gold(I)-catalyzed iodination of arenes

A wide variety of electron-rich arenes were efficiently converted into the corresponding iodinated compounds via a gold(I)-catalyzed reaction under mild conditions. Georg Thieme Verlag Stuttgart. New York.

ANTIPROLIFERATIVE BENZO [B] AZEPIN- 2 - ONES

Disclosed are compounds of Formula (I) or pharmaceutically acceptable salts thereof, wherein W, X, Y, Z, R1, R2, R3 and R4 are described in this application, and methods of using said compounds in the treatment of cancer.

A direct and mild formylation method for substituted benzenes utilizing dichloromethyl methyl ether-silver trifluoromethanesulfonate

A silver trifluoromethanesulfonate (AgOTf)-promoted direct and mild formylation of benzenes has been developed. The reaction utilizing dichloromethyl methyl ether (Cl2CHOMe) and AgOTf powerfully formylated various substituted benzenes under temperature conditions as low as -78 C without losing the protecting groups on the phenolic hydroxyl group.

General copper-catalyzed transformations of functional groups from arylboronic acids in water

A simple and general copper-catalyzed method has been developed for transformations of various functional groups (i I, i N3, i SO2R, i OH, i NH2, and i NO 2) on aromatic rings from arylboronic acids in water under air. The protocol uses cheap and readily available inorganic salts (KI, NaN3, NaSO2R, NaOH, NaNO2) and aqueous ammonia as the functional-group sources, simple Cu2O/NH3 as the catalyst system, environmentally friendly water as the solvent, and oxygen in air as the oxidant. Importantly, the copper catalyst system in water was recyclable. This study should provide a useful strategy for interconversions of the functional groups on aromatic rings.

Biphenomycin B and derivatives: Total synthesis and translation inhibition

A full account on the synthesis of the antibiotic natural product biphenomycin B and several derivatives is reported, which employs a Suzuki coupling reaction of a free carboxylic acid and macrolactam formation as key transformations. Liberal exchange of

A general route to cyclopeptide alkaloids: total syntheses and biological evaluation of paliurines e and F, ziziphines N and Q, abyssenine A, mucronine E, and analogues

A full account of the total syntheses of the cyclopeptide alkaloids paliurine E and F, ziziphine N and Q, abyssenine A, and mucronine E is provided. A key feature of the syntheses involves an intramolecular amidation of a vinyl iodide, which allows us sim

Comparison of iodination of methoxylated benzaldehydes and related compounds using iodine/silver nitrate and iodine/periodic acid

Iodination of the three methoxybenzaldehydes, four dimethoxybenzaldehydes, vanillin, and piperonal by two methods were compared. Iodine and periodic acid gave better yields for iodination for the methoxybenzaldehydes, whereas iodine and silver nitrate generally gave better yields for the rest of the compounds. Copyright Taylor & Francis Group, LLC.