Tag: M.W=200-250

El Kaim, Laurent published the artcileThree-component Nef-Huisgen access to 1,2,4-triazoles, Application In Synthesis of 2251-79-8, the publication is Synlett (2009), 1315-1317, database is CAplus.

A three-component triazole synthesis involving a Nef-Huisgen cascade reaction is described. After the α-addition of acyl chlorides onto isocyanides (Nef reaction), the resulting imidoyl chloride is treated with tetrazoles under suitable activation (ZnCl₂). The resulting adduct is unstable and evolves according to the Huisgen reaction.

Synlett published new progress about 2251-79-8. 2251-79-8 belongs to isoxazole, auxiliary class Trifluoromethyl,Fluoride,Benzene, name is 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole, and the molecular formula is C8H5F3N4, Application In Synthesis of 2251-79-8.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Nowrouzi, Najmeh published the artcile4-(N,N-Dimethylamino)pyridinium acetate as a recyclable catalyst for the synthesis of 5-substituted-1H-tetrazoles, Product Details of C8H5F3N4, the publication is Tetrahedron Letters (2015), 56(5), 739-742, database is CAplus.

An efficient method for the synthesis of 5-substituted-1H-tetrazoles through the reaction of nitriles with sodium azide using 4-(N,N-dimethylamino)pyridinium acetate as a recyclable catalyst with ionic liquid character is described. The reactions proceed well at 100 °C and provide the corresponding tetrazoles in good to excellent yields. This method has the advantage of easy work-up of the product without the requirement of HCl. Mono [3+2] cycloaddition products were obtained from dicyanides via this method.

Tetrahedron Letters published new progress about 2251-79-8. 2251-79-8 belongs to isoxazole, auxiliary class Trifluoromethyl,Fluoride,Benzene, name is 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole, and the molecular formula is C8H5F3N4, Product Details of C8H5F3N4.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Feinn, Liana published the artcileAntimicrobial Evaluation of 5-Substituted Aryl 1H-Tetrazoles, COA of Formula: C8H5F3N4, the publication is Medicinal Chemistry (Sharjah, United Arab Emirates) (2017), 13(4), 359-364, database is CAplus.

Tetrazole derivatives such as 1-substituted dinitrobenzyl tetrazoles and their oxa and selanyl analogs have previously been studied against drug-susceptible and multidrug-resistant mycobacteria. In addition, other tetrazole derivatives have been shown to inhibit CTX-M class A β-lactamases. We studied the antibacterial activity of 5-substituted aryl 1H-tetrazole derivatives The antibacterial activity of several known 5-substituted aryl 1H-tetrazole derivatives was evaluated against Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa. The activity was assessed by determining the min. inhibitory concentration of these tetrazole derivatives and comparing them to the known antibiotics amoxicillin, trimethoprim, and sulfamethoxazole. Some derivatives showed significant antibacterial activity with the most active derivatives exhibiting a min. inhibitory concentration (MIC) of 125-250 μg/mL against S. aureus and E. coli. Using some of these tetrazole compounds in combination with trimethoprim led to a synergistic effect that gave MIC values ranging from 0.24-1.95 μg/mL against E. coli and 3.91-31.3 μg/mL against S. aureus. The tetrazole derivatives were prepared in an isopropanol/water mixture using microwave heating at 160° for 1 h. The cycloaddition between organonitriles and sodium azide was catalyzed by indium chloride. This study shows a significant synergistic effect between the tetrazole compounds tested and trimethoprim which could be used to potentially develop new antibacterial agents.

Medicinal Chemistry (Sharjah, United Arab Emirates) published new progress about 2251-79-8. 2251-79-8 belongs to isoxazole, auxiliary class Trifluoromethyl,Fluoride,Benzene, name is 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole, and the molecular formula is C8H5F3N4, COA of Formula: C8H5F3N4.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Sharghi, Hashem published the artcileFacile synthesis of 5-substituted-1H-tetrazoles and 1-substituted-1H-tetrazoles catalyzed by recyclable 4′-phenyl-2,2′:6′,2”-terpyridine copper(II) complex immobilized onto activated multi-walled carbon nanotubes, Formula: C8H5F3N4, the publication is Journal of Organometallic Chemistry (2013), 41-48, database is CAplus.

A phenylterpyridine copper complex immobilized on oxidized multiwalled carbon nanotubes (MWCNT) was prepared and characterized; the MWCNT-supported terpyridine copper complex was used as a catalyst for the reaction of sodium azide with electron-rich and electron-poor aryl nitriles to give 5-aryltetrazoles in 75-98% yields and for the reaction of sodium azide, tri-Et orthoformate, and electron-rich and electron-poor arylamines to give 1-aryltetrazoles in 80-95% yields. The reaction of 4-methylbenzonitrile and sodium azide to give 5-(4-methylphenyl)tetrazole was repeated four times using the same catalyst, with product formed in 85-90% yields.

Journal of Organometallic Chemistry published new progress about 2251-79-8. 2251-79-8 belongs to isoxazole, auxiliary class Trifluoromethyl,Fluoride,Benzene, name is 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole, and the molecular formula is C7H8O3, Formula: C8H5F3N4.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Khalili, Dariush published the artcileCopper(I) Complex of Dihydro Bis(2-Mercapto Benzimidazolyl) Borate as an Efficient Homogeneous Catalyst for the Synthesis of 2H-Indazoles and 5-Substituted 1H-Tetrazoles, Computed Properties of 2251-79-8, the publication is ChemistrySelect (2021), 6(4), 746-753, database is CAplus.

Catalytic activity of a series of copper(I) complexes containing dihydrobis(2-mercapto-benzimidazolyl) borate (Bb), and phosphine co-ligands was investigated in the synthesis of N-heterocycle compounds including 2H-indazoles and 5-substituted 1H-tetrazoles. The copper(I) complex containing tricyclohexylphosphine co-ligand, [Cu(Bb)(PCy₃)], displayed the highest catalytic activities for the formation of 2H-indazoles and 1H-tetrazoles. Apart from the nontoxicity and strong σ-donating ability of the introduced ligands, the introduced catalyst required easy handling processes. The catalytic reactions were successfully performed at low catalyst loadings in either PEG-200 or DMF and in relatively short reaction times. The diversity of these reactions was also explored with 20 and 12 examples. Finally, the above reported catalytic system was amenable to large-scale production of these N-heterocycle compounds

ChemistrySelect published new progress about 2251-79-8. 2251-79-8 belongs to isoxazole, auxiliary class Trifluoromethyl,Fluoride,Benzene, name is 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole, and the molecular formula is C8H5F3N4, Computed Properties of 2251-79-8.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Nowrouzi, Najmeh published the artcilePiperazinium Dihydrogen Sulfate: An Acidic Ionic Liquid for the [3+2] Cycloaddition Reaction of Sodium Azide with Organic Nitriles, Product Details of C8H5F3N4, the publication is Letters in Organic Chemistry (2016), 13(2), 113-119, database is CAplus.

Background: Tetrazoles are imperative nitrogen rich heterocyclic compounds with a wide range of applications in the field of organic synthesis, coordination chem., material sciences, and medicinal chem. A most common approach for the synthesis of 5-substituted-1H-tetrazoles is achieved by [3+2] cycloaddition reaction of azides to nitriles. A new acidic ionic liquid is introduced as a catalyst to promote the mentioned reaction. Methods: Piperazinium dihydrogen sulfate:as a new acidic ionic compound was obtained by treatment of piperazine with sulfuric acid, which is further was applied as a catalyst for the [3+2] cycloaddition reaction of azides to organic nitriles. Results: The [3+2] cycloaddition reaction of sodium azide with structurally different organic nitriles using only 1.5 mol% of the piperazinium dihydrogen sulfate proceeded well at 100°C and 5-substituted-1H-tetrazoles were prepared in good to excellent yields. Herein, piperazinium dihydrogen sulfate has a dual role of catalyst and reaction medium, which circumvents the use of any organic solvent. The catalyst is also recyclable. This method is particularly suitable for benzonitriles carrying deactivating groups which furnished the corresponding products in excellent yields. By this method, mono [3+2] cycloaddition product of dicyanides was obtained. Conclusion: In conclusion, piperazinium dihydrogen sulfate as a new acidic ionic compound was applied to promote synthesis of 5-substituted-1H-tetrazoles through [3+2] cycloaddition reaction of organic nitriles with sodium azide. This new ionic compound can be easily separated from the reaction mixture which resulted to a simple work-up of the products.

Letters in Organic Chemistry published new progress about 2251-79-8. 2251-79-8 belongs to isoxazole, auxiliary class Trifluoromethyl,Fluoride,Benzene, name is 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole, and the molecular formula is C8H5F3N4, Product Details of C8H5F3N4.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Aleshunin, P. A. published the artcileVinyltetrazoles: II. Synthesis of 5-substituted 1(2)-vinyltetrazoles, Product Details of C8H5F3N4, the publication is Russian Journal of Organic Chemistry (2011), 47(12), 1882-1888, database is CAplus.

5-Substituted 1(2)-vinyltetrazoles (R = aryl, alkyl, vinyl, NH₂, H) were synthesized by alkylation of appropriate tetrazoles with Br(CH₂)₂Br in the presence of Et₃N in MeCN, followed by elimination of Et₃N.HBr. Vinylation of dinuclear substrates, such as bis(1H-tetrazol-5-yl)methane and 1,3-bis(1H-tetrazol-5-yl)benzene, under analogous conditions gave the corresponding N(1),N(2′)- and N(2),N(2′)-divinyl derivatives

Russian Journal of Organic Chemistry published new progress about 2251-79-8. 2251-79-8 belongs to isoxazole, auxiliary class Trifluoromethyl,Fluoride,Benzene, name is 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole, and the molecular formula is C8H5F3N4, Product Details of C8H5F3N4.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Wang, Liang published the artcileOne-Pot Synthesis of 2,5-Diaryl 1,3,4-Oxadiazoles via Di-tert-butyl Peroxide Promoted N-Acylation of Aryl Tetrazoles with Aldehydes, Name: 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole, the publication is Journal of Organic Chemistry (2015), 80(9), 4743-4748, database is CAplus and MEDLINE.

A metal- and base-free protocol for one-pot synthesis of 2,5-diaryl-1,3,4-oxadiazoles via a radical-promoted cross-dehydrogenative coupling strategy was developed. E.g., in presence of di-tert-Bu peroxide in DCE, reaction of 5-phenyl-2H-tetrazole with 4-MeC₆H₄CHO gave 73% 2,5-diaryl-1,3,4-oxadiazole (I). This reaction involved the N-acylation of aryl tetrazoles with aryl aldehydes, followed by thermal rearrangement. A wide range of aryl tetrazoles and aryl aldehydes survived the reaction conditions to deliver the corresponding products in moderate to good yields.

Journal of Organic Chemistry published new progress about 2251-79-8. 2251-79-8 belongs to isoxazole, auxiliary class Trifluoromethyl,Fluoride,Benzene, name is 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole, and the molecular formula is 0, Name: 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Markgraf, J. Hodge published the artcileThe thermolysis of 5-aryl tetrazoles, Safety of 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole, the publication is Journal of Organic Chemistry (1964), 29(9), 2629-32, database is CAplus.

Rates of the thermal decomposition of 5-phenyltetrazole (I) in several solvents and of 5-aryl tetrazoles in PhCN were measured by a precise technique over the range of 180-185°. Solvent effects caused significant differences in rate which were consistent with a competing ionization of I. Substituent effects led to only a small variation of rate. Although activation enthalpies and entropies varied widely, they acted in a compensatory manner. There were no satisfactory correlations by substituent constants Product analyses, studies with Na 5-phenyltetrazolide, and conductance measurements were carried out. The overall behavior is consistent with the generation of a benzonitrile imine intermediate.

Journal of Organic Chemistry published new progress about 2251-79-8. 2251-79-8 belongs to isoxazole, auxiliary class Trifluoromethyl,Fluoride,Benzene, name is 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole, and the molecular formula is C8H5F3N4, Safety of 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem

Bonnamour, Julien published the artcileIron Salts in the Catalyzed Synthesis of 5-Substituted 1H-Tetrazoles, SDS of cas: 2251-79-8, the publication is Chemistry – A European Journal (2009), 15(18), 4543-4545, database is CAplus and MEDLINE.

Cheap and environmentally friendly [Fe(OAc)₂] is used for the catalysis of cycloadditions between aryl nitriles and trimethylsilyl azide to prepare substituted 1H-tetrazoles in good yield (see scheme).

Chemistry – A European Journal published new progress about 2251-79-8. 2251-79-8 belongs to isoxazole, auxiliary class Trifluoromethyl,Fluoride,Benzene, name is 5-(4-(Trifluoromethyl)phenyl)-1H-tetrazole, and the molecular formula is C8H5F3N4, SDS of cas: 2251-79-8.

Referemce:
https://en.wikipedia.org/wiki/Isoxazole,
Isoxazole | C3H3NO – PubChem