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Chemical Structure| 455-14-1 Chemical Structure| 455-14-1
Chemical Structure| 455-14-1

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Bradley B. Garrison ; Joseph E. Duhamel ; Nehemiah Antoine ; Steven J. K. Symes ; Kyle A. Grice ; Colin D. McMillen , et al.

Abstract: 4-(tris(4-methyl-1H-pyrazol-1-yl)methyl)aniline was prepared in a 63% yield utilizing a C–F activation strategy from a mixture of 4-(trifluoromethyl)aniline, 4-methylpyrazole, and KOH in dimethylsulfoxide (DMSO). The identity of the product was confirmed by nuclear magnetic resonance spectroscopy, infrared spectroscopy, mass spectrometry, and single-crystal analysis. An analysis of crystals grown from the layering method (CH2Cl2/acetone/pentane) indicated two distinct polymorphs of the title compound. Moreover, density functional theory calculations utilizing the MN15L density functional and the def2-TZVP basis set indicated that 4-(tris(4-methyl-1H-pyrazol-1-yl)methyl)aniline forms with similar energetics to the previously reported unmethylated analog.

Keywords: tris(pyrazolyl)methane ; ligand ; C–F activation ; crystallography ; polymorphs ; DFT

Purchased from AmBeed: ;

Ripak, Alexia ; De Kreijger, Simon ; Sampaio, Renato N. ; Vincent, Cooper A. ; Cauet, Emilie ; Jabin, Ivan , et al.

Abstract: Aryl diazonium salts are ubiquitous building blocks in chem., as they are useful radical precursors in organic synthesis as well as for the functionalization of solid materials. They can be reduced electrochem. or through a photo-induced electron transfer reaction. Here, we provide a detailed picture of the ground- and excited-state reactivity of a series of nine rare and earth-abundant photosensitizers with 13 aryl diazonium salts, which also included three macrocyclic calix[4]arene tetradiazonium salts. Nanosecond transient absorption spectroscopy confirmed the occurrence of excited-state electron transfer and was used to quantify cage-escape yields (i.e., the efficiency with which the formed radicals sep. and escape the solvent cage). Cage-escape yields were large; they increased when the driving force for photo-induced electron transfer increased and also tracked with the C-N+2 bond cleavage propensity, among others. A photo-induced borylation reaction was then investigated with all the photosensitizers and proceeded with yields between 9% and 74%.

Purchased from AmBeed: ; ; ; ; ;

Jang, Mingyeong ; Lim, Taeho ; Park, Byoung Yong ; Han, Min Su ;

Abstract: In this study, we developed a metal-free and highly chemoselective method for the reduction of aromatic nitro compounds. This reduction was performed using tetrahydroxydiboron [B2(OH)4] as the reductant and 4,4'-bipyridine as the organocatalyst and could be completed within 5 min at room temperature. Under optimal conditions, nitroarenes with sensitive functional groups, such as vinyl, ethynyl, carbonyl, and halogen, were converted into the corresponding anilines with excellent selectivity while avoiding the undesirable reduction of the sensitive functional groups.

Alternative Products

Product Details of Leflunomide impurity A

CAS No. :455-14-1
Formula : C7H6F3N
M.W : 161.12
SMILES Code : C1=C(C(F)(F)F)C=CC(=C1)N
MDL No. :MFCD00064396
InChI Key :ODGIMMLDVSWADK-UHFFFAOYSA-N
Pubchem ID :9964

Safety of Leflunomide impurity A

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H301-H318-H410
Precautionary Statements:P264-P270-P273-P280-P301+P310+P330-P305+P351+P338+P310-P391-P405-P501
Class:6.1
UN#:2810
Packing Group:

Application In Synthesis of Leflunomide impurity A

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 455-14-1 ]
  • Downstream synthetic route of [ 455-14-1 ]

[ 455-14-1 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 455-14-1 ]
  • [ 87-13-8 ]
  • [ 175203-85-7 ]
References: [1] Patent: US6093732, 2000, A, .
 

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