41252-98-6

Usage

Uses

Used in Chemical Synthesis Industry:
2-IODO-6-NITROTOLUENE is used as a key intermediate in the synthesis of dyes and pigments for various applications, such as coloring textiles, plastics, and other materials. Its unique chemical structure allows for the creation of a wide range of colors and properties in the final products.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 2-IODO-6-NITROTOLUENE serves as an essential building block for the development of new drugs. Its versatile chemical properties enable the synthesis of various medicinal compounds with potential therapeutic applications.
Used in Organic Compound Production:
2-IODO-6-NITROTOLUENE is utilized as an intermediate in the production of a variety of organic compounds, contributing to the advancement of chemical research and the development of novel materials with diverse applications.
Safety Considerations:
Due to its flammability and potential health hazards, 2-IODO-6-NITROTOLUENE is classified as a hazardous substance. It must be handled and stored with extreme care to prevent accidents and ensure the safety of individuals involved in its production, transportation, and use. Proper safety measures, including the use of protective equipment and adherence to safety protocols, are crucial when working with this chemical compound.

InChI:InChI=1/C7H6INO2/c1-5-6(8)3-2-4-7(5)9(10)11/h2-4H,1H3

Upstream product

• 603-83-8 3-nitro-o-tolylamine 
• 88-72-2 1-methyl-2-nitrobenzene 
• 606-20-2 2,6-dinitrotoluene 

Downstream Products

• 172681-47-9 3-iodo-2-methylphenylamine 
• 86560-87-4 2,2'-diamino-6,6'-dimethylbiphenyl 
• 3685-05-0 (S)-6,6'-dimethyl-2,2'-diaminobiphenyl 
• 3685-05-0 (Ra)-6,6'-dimethyl-1,1'-biphenyl-2,2'-diamine 
• 89795-47-1 1,5-diiodo-2-methylbenzene 
• 860190-34-7 (2-iodo-6-nitro-phenyl)-pyruvic acid 
• 81038-38-2 4-iodo-1H-indole 
• 939759-03-2 4-iodoindoline 

Relevant academic research and scientific papers

N-Iodosuccinimide (NIS) in Direct Aromatic Iodination

N-Iodosuccinimide (NIS) in pure trifluoroacetic acid (TFA) offers a time-efficient and general method for the iodination of a wide range of mono- and disubstituted benzenes at room temperature, as demonstrated in this paper. The starting materials were generally converted into mono-iodinated products in less than 16 hours at room temperature, without byproducts. A few deactivated substrates needed addition of sulfuric acid to increase the reaction rate. Another exception was methoxybenzenes that preferentially were iodinated by NIS in acetonitrile with only catalytic amounts of TFA.

Palladium-Catalyzed Norbornene-Mediated Tandem Amination/Cyanation Reaction: A Method for the Synthesis of ortho-Aminated Benzonitriles

A palladium-catalyzed, norbornene-mediated tandem amination/cyanation reaction via Catellani-type C-H functionalization was developed using N-benzoyloxyamines as the amination reagent and Zn(CN)2 as the terminating agent. This transformation, in which one C-N bond and one C-C bond are formed, provides an efficient approach for the synthesis of ortho-aminated benzonitriles in one pot from easily accessible starting materials.

Synthetic studies toward penitrem E: Enantiocontrolled construction of B-E rings

Enantiocontrolled construction of B-E rings of penitrem E was accomplished from 4-iodoindole in 13 steps with an overall yield of 1.7%. Diastereoselective Tf2NH-catalyzed (2+2)-cycloaddition between silyl enol ether and methyl acrylate furnishe

SmI2-mediated dimerization of indolylbutenones and synthesis of the myxobacterial natural product indiacen B

The synthesis and reactivity of indole derivatives substituted in the benzene section was studied. Starting materials 4- and 6-iodo-indole were conveniently prepared via the Batcho-Leimgruber route and purified by sublimation. Novel vicinally indolyl-subs

Novel biphenyl organocatalysts for iminium ion-catalyzed asymmetric epoxidation

Two novel chiral biphenyl iminium salts derived from L-acetonamine, containing electron-withdrawing 3,30-substituents on the biphenyl unit, have been prepared and tested as asymmetric catalysts for epoxidation of prochiral alkenes. The results are compared with those achieved using the corresponding unsubstituted system.

PYRROLO-NITROGENOUS HETEROCYCLIC DERIVATIES,THE PREPARATION AND THE PHARMCETICAL USE THEEOF

The invention provides new pyrrolo-nitrogenous heterocyclic derivatives represented by formula (I) or their salts, the preparation thereof, pharmaceutical compositions containing such derivatives and the use of such derivatives as therapeutic agents, especially as protein kinase inhibitors, wherein each substituent in formula (I) is same as defined in the description.

PYRROLO-NITROGENOUS HETEROCYCLIC DERIVATIVES, THE PREPARATION AND THE PHARMACEUTICAL USE THEREOF

The invention provides new pyrrolo-nitrogenous heterocyclic derivatives represented by formula (I) or their salts, the preparation thereof, pharmaceutical compositions containing such derivatives and the use of such derivatives as therapeutic agents, espe

Evaluation of the reactivity and regioselectivity of superelectrophilic iodinating systems

Iodination of o-nitrotoluene in H2SO4 or CF 3SO3H at 0°C with compounds having a nitrogen-iodine bond leads to the formation of isomeric mono- and diiodo derivatives whose ratio differs from the statistical value. The reaction of nitrobenzene with 2 equiv of N-I reagents in trifluoromethanesulfonic acid at 0°C takes less than 1 min and yields 79-85% of m-iodonitrobenzene. The electrophilic reactivity of the iodinating agents was estimated by quantum-chemical methods.

4-Substituted indazoles as new inhibitors of neuronal nitric oxide synthase

A series of halo-1-H-indazoles has been synthesized and evaluated for its inhibitory activity on neuronal nitric oxide synthase. Introduction of bromine at the C4 position of the indazole ring system provided a compound almost as potent as the reference compound, that is, 7-nitroindazole (7-NI). The importance of position 4 is further demonstrated by the synthesis and pharmacological evaluation of the 4-nitroindazole which was also a potent inhibitor of NOS activity. These compounds also exhibited in vivo NOS inhibitory activity, as attested by potent antinociceptive effects following systemic administration.

A route to annulated indoles via a palladium-catalyzed tandem alkylation/direct arylation reaction

A norbornene-mediated palladium-catalyzed tandem alkylation/C-H functionalization sequence is described, in which an alkyl-aryl bond and a heteroaryl-aryl bond are formed in one pot. A variety of highly substituted six- and seven-membered ring annulated i