202003-06-3 Usage
Description
4-cyano-1-(2,6-difluorobenzyl)-1H-1,2,3-triazole is an organic compound characterized by its triazole ring structure with a cyano group at the 4-position and a 2,6-difluorobenzyl group attached to the 1-position. This molecule exhibits unique chemical properties due to the presence of the fluorine atoms on the benzyl group, which can influence its reactivity and selectivity in various chemical reactions.
Uses
Used in Catalyst Preparation:
4-cyano-1-(2,6-difluorobenzyl)-1H-1,2,3-triazole is used as a key intermediate in the preparation of allyl ruthenium hydroxyphosphine chloride, which serves as an efficient catalyst for the selective hydration of nitriles to amides in water under mild conditions. The unique electronic and steric properties of the 2,6-difluorobenzyl group in this triazole molecule contribute to the enhanced performance of the resulting catalyst.
In the Chemical Industry:
The compound 4-cyano-1-(2,6-difluorobenzyl)-1H-1,2,3-triazole is used as a building block for the synthesis of various complex organic molecules, particularly those with potential applications in pharmaceuticals, agrochemicals, and materials science. Its unique structural features, including the triazole ring and the difluorobenzyl group, make it a valuable component in the design and synthesis of novel molecules with specific biological activities or material properties.
In the Pharmaceutical Industry:
4-cyano-1-(2,6-difluorobenzyl)-1H-1,2,3-triazole may also find applications in the pharmaceutical industry as a starting material for the development of new drugs. The triazole moiety is a common structural element in many biologically active compounds, and the presence of the difluorobenzyl group could provide additional opportunities for optimizing the pharmacokinetic and pharmacodynamic properties of drug candidates.
In the Agrochemical Industry:
Similarly, 4-cyano-1-(2,6-difluorobenzyl)-1H-1,2,3-triazole could be utilized in the agrochemical industry for the development of new pesticides or other agrochemical products. The compound's unique structure may offer advantages in terms of selectivity, efficacy, and environmental impact when compared to existing products.
Check Digit Verification of cas no
The CAS Registry Mumber 202003-06-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,0,2,0,0 and 3 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 202003-06:
(8*2)+(7*0)+(6*2)+(5*0)+(4*0)+(3*3)+(2*0)+(1*6)=43
43 % 10 = 3
So 202003-06-3 is a valid CAS Registry Number.
InChI:InChI=1/C10H6F2N4/c11-9-2-1-3-10(12)8(9)6-16-5-7(4-13)14-15-16/h1-3,5H,6H2
202003-06-3Relevant articles and documents
Hydrogen Bond Directed Photocatalytic Hydrodefluorination and Methods of Use Thereof
-
, (2021/01/22)
Methods of synthesizing compounds comprising fluorinated aryl groups are disclosed, wherein said methods utilize hydrogen bond directed photocatalytic hydrodefluorination.
Hemilability-Driven Water Activation: A NiII Catalyst for Base-Free Hydration of Nitriles to Amides
Singh, Kuldeep,Sarbajna, Abir,Dutta, Indranil,Pandey, Pragati,Bera, Jitendra K.
supporting information, p. 7761 - 7771 (2017/06/06)
The NiII complex 1 containing pyridyl- and hydroxy-functionalized N-heterocyclic carbenes (NHCs) is synthesized and its catalytic utility for the selective nitrile hydration to the corresponding amide under base-free conditions is evaluated. The title compound exploits a hemilabile pyridyl unit to interact with a catalytically relevant water molecule through hydrogen-bonding and promotes a nucleophilic water attack to the nitrile. A wide variety of nitriles is hydrated to the corresponding amides including the pharmaceutical drugs rufinamide, Rifater, and piracetam. Synthetically challenging α-hydroxyamides are accessed from cyanohydrins under neutral conditions. Related catalysts that lack the pyridyl unit (i.e., compounds 2 and 4) are not active whereas those containing both the pyridyl and the hydroxy or only the pyridyl pendant (i.e., compounds 1 and 3) show substantial activity. The linkage isomer 1′ where the hydroxy group is bound to the metal instead of the pyridyl group was isolated under different crystallization conditions insinuating a ligand hemilabile behavior. Additional pKa measurements reveal an accessible pyridyl unit under the catalytic conditions. Kinetic studies support a ligand-promoted nucleophilic water addition to a metal-bound nitrile group. This work reports a Ni-based catalyst that exhibits functional hemilability for hydration chemistry.
