116228-40-1

Usage

Chemical Class

The compound belongs to the pyrazole class of organic compounds.

Structure

It has a 1-[(4-methylphenyl)sulfonyl]-4-iodopyrazole structure, which is a sulfonylpyrazole derivative.

Usage

It is commonly used in organic synthesis and pharmaceutical research as a building block in the development of new drugs and agrochemicals.

Biological Activities

The compound possesses potential biological activities and can serve as a valuable tool in medicinal chemistry and drug discovery efforts.

Reagent in Organic Reactions

Its iodine substituent makes it a useful reagent in various organic reactions, such as substitution and coupling reactions, offering a wide range of synthetic applications.

Upstream product

• 3469-69-0 4-iodopyrazole 
• 98-59-9 p-toluenesulfonyl chloride 
• 288-13-1 NH-pyrazole 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 315186-60-8 N-tosyl-4-[(diacetoxy)iodo]pyrazole 
• 762-72-1 allyl-trimethyl-silane 

Downstream Products

• 1236115-52-8 N-tosyl-4-(oct-1-ynyl)pyrazole 
• 1296137-15-9 4-(2-methoxycarbonylvinyl)-1-tosyl-1H-pyrazole 
• 852471-30-8 1-[(4-methylphenyl)sulfonyl]-4-phenyl-1H-pyrazole 

Relevant academic research and scientific papers

Synthesis of sulfonamides from azoles and sodium sulfinates at ambient temperature

NBS or NIS mediated direct S[sbnd]N bond formation between azoles and sodium sulfinates is described. The reaction shows good substrate scope and tolerates a wide range of functionalities in both azoles and sodium sulfinate substrates. Pyrazoles are also suitable for this method, various 4-halopyrazoles derivatives were obtained by using N-halosuccinimide (NXS) as the halogen source.

Branch-Selective Hydroarylation: Iodoarene-Olefin Cross-Coupling

A combination of cobalt and nickel catalytic cycles enables a highly branch-selective (Markovnikov) olefin hydroarylation. Radical cyclization and ring scission experiments are consistent with hydrogen atom transfer (HAT) generation of a carbon-centered radical that leads to engagement of a nickel cycle.

Preparation method of N-substituted sulfonamide derivative

The invention discloses a preparation method of N-substituted sulfonamide derivative. The preparation method includes the following steps: taking NBS or NIS as an oxidizing agent; reacting an azole compound and sodium arylsulfinate in an organic solvent;

Reductive iodonio-Claisen rearrangement of iodothiophene diacetates with allylsilanes: Formal synthesis of Plavix

Iodothiophene diacetates react with allyltrimethylsilanes in the presence of boron trifluoride diethyl etherate to afford corresponding ortho-allyliodothiophenes via reductive iodonio-Claisen rearrangement. This method has been successfully applied to the synthesis of Plavix, a blood clot inhibitor used to reduce the risk of heart attack and stroke.

Pyrrole synthesis via allylic sp3 C-H activation of enamines followed by intermolecular coupling with unactivated alkynes

A conceptually novel pyrrole synthesis is reported, efficiently merging enamines and (unactivated) alkynes under oxidative conditions. In an intermolecular Rh catalyzed process, the challenging allylic sp3 C-H activation of the enamine substrates is followed by the cyclization with the alkyne (R3 = CO2R). Alternatively, in some cases (R 3 = CN), the enamine can be utilized for a vinylic sp2 C-H activation. A total of 17 examples with yields above 60% is presented, together with the results of an initial mechanistic investigation.

Pyrazolyl derivatives, preparation process and intermediates of this process as medicinal products and pharmaceutical compositions containing them

The present invention relates to the novel derivatives of formula (I) in which A is, if it is present, a (C1-C6) alkyl, a (C3-C6) alkenyl, a (C3-C6) alkynyl, a (C3-C7) cycloalkyl or a (C5-C7) cycloalkenyl, R1 is an NR6R7, (C4-C7) azacycloalkyl, (C5-C7) azacycloalkenyl, (C5-C9) azabicycloalkyl or (C5-C9) azabicycloalkenyl group; A-R1 is such that the nitrogen of R1 and the nitrogen in the 1-position of the pyrazole are necessarily separated by at least two carbon atoms, R3 is an H, halogen, OH, SH, NH2, ORc, SRc, SORa, SO2Ra, NHCHO, NRaRb, NHC(O)Ra, NHC(S)Ra or NHSO2Ra, R4 is an aryl or heteroaryl; and R5 is an H, halogen, CF3, CHF2, CH2F, linear or branched (C1-C6) alkyl or (C3-C7) cycloalkyl to their racemates, enantiomers and diastereoisomers and to their mixtures, their tautomers and to their pharmaceutically acceptable salts.

On the Chemistry of Pyrazolylalkines; Pyrazoles II.

Palladium-catalyzed reactions of 1-benzoyl-4-iodopyrazole (2a) with monosubstituted acetylenes 3a,3b and 3c in triethylamine solution provide convenient access to the cross-coupled products 4a,4b and 4c.The 4-ethinylpyrazoles 5a and 7 obtained after metha