63285-44-9

Upstream product

• 779-90-8 1,3,5-triacetylbenzene 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 1188-33-6 N,N-dimethylformamide diethyl diacetal 

Downstream Products

• 63285-52-9 5,5',5''-benzene-1,3,5-triyl-tris-isoxazole 
• 1622407-61-7 C₁₈H₁₂N₆S₃ 

Relevant academic research and scientific papers

Synthesis, crystal structure, and supramolecular understanding of 1,3,5-tris(1-phenyl-1H-pyrazol-5-yl)benzenes

Understanding the supramolecular environment of crystal structures is necessary to facilitate designing molecules with desirable properties. A series of 12 novel 1,3,5-tris(1-phenyl-1H-pyrazol-5-yl)benzenes was used to assess the existence of planar stacking columns in supramolecular structures of pyrazoles. This class of molecules with different substituents may assist in understanding how small structural changes affect the supramolecular environment. The obtained compounds did not present the formation of planar stacking interactions between benzenes in solid or liquid states. This supposition was indicated by single crystal diffraction, Density Functional Theory (DFT) and quantum theory of atoms in molecules (QTAIM) calculations, and concentration-dependent liquid-state1H nuclear magnetic resonance (NMR). NMR showed that chemical shifts of benzene and pyrazole hydrogens confirm that planar stacking interactions are not formed in solution. The crystalline structures presented different molecular conformations. The molecular structures of 5 and 9b are in a twisted conformation, while compound 7 showed a conformation analogous to a calyx form.

Simple access toward 3-halo- and 3-nitro-pyrazolo[1,5-a] pyrimidines through a one-pot sequence

Herein, a regioselective, time-efficient and one-pot route for the synthesis of diversely substituted 3-halo- and 3-nitropyrazolo[1,5-a]pyrimidines in good to excellent yields through a microwave-assisted process is provided. The reaction features a sequential cyclocondensation reaction of β-enaminones with NH-5-aminopyrazoles, followed by a regioselective electrophilic substitution with easily available electrophilic reagents. This methodology is distinguished by its short reaction times, high-yield, operational simplicity, broad substrate scope and pot-economy. Furthermore, these 3-functionalized heterocycles have been successfully used in the synthesis of 3-alkynyl and 3-aminopyrazolo[1,5-a]pyrimidines in yields up to 92%.

Quasi-planar organic synthon and S···X (X = S or H-C) contacts in flat copper coordination chains: Syntheses, structures and conductive behaviour

A new organic building block, TEPB, has been synthesized that comprises three 2-ethylthio-substituted pyrimidine groups coupled to one central phenyl ring at the 1-, 3- and 5-positions. TEPB exhibits a quasi-planar conformation due to its intramolecular C-H···N hydrogen bonds. The assembly of TEPB with CuI and CuCl2 produced two flat coordination chains 1 and 2, both exhibiting similar assembly hierarchies from chain through 2D layer to 3D architecture. It was found that extensive S·· ·S and C-H···S contacts exist in the 2D layers of 1 and 2, respectively. Between the 2D layers of 2, there are O- H···Cl hydrogen-bonding interactions between water molecules and coordinated Cl atoms that provide a proton-transfer network. Complex 2 exhibits a smaller optical band gap (1.11 eV) than 1 (1.93 eV), which has been attributed to d-electron transition in the copper(II) ion. The d.c. conductivities of 1 and 2 at room temperature were measured to be 2.84 × 10-12 and 2.42 × 10-10 S cm-1, respectively. The a.c. conductivity of 2 obtained at room temperature by the complex impedance technique is about 5.90 × 10-9 S cm -1, which can be attributed largely to proton conduction. Moreover, the a.c. conductivity of 2 decreases almost linearly with increasing temperature, presumably as a result of its temperature-sensitive O-H···Cl hydrogen-bonding network that allows for proton conduction. The assembly of quasi-planar organic synthon TEPB with CuI and CuCl2 produced two flat coordination chain structures (1 and 2) that incorporate S···S and C-H···S contacts in their packing structures. Complex 1 is an insulator, whereas 2 shows conductive properties with an a.c. conductivity of 5.90 × 10-9 S cm-1 at room temperature.

Quasi-planar organic synthon and s···x (x = s or h-c) contacts in flat copper coordination chains: Syntheses, structures and conductive behaviour

A new organic building block, TEPB, has been synthesized that comprises three 2-ethylthio-substituted pyrimidine groups coupled to one central phenyl ring at the 1-, 3- and 5-positions. TEPB exhibits a quasi-planar conformation due to its intramolecular C

Metal-free synthesis of 1,3,5-trisubstituted benzenes by the cyclotrimerization of enaminones or alkynes in water

The cyclotrimerization reactions of enaminones and electron deficient terminal alkynes have been efficiently performed in water in the presence of only a small amount of lactic acid. The reactions led to the green synthesis of a variety of 1,3,5-triacylbenzenes without using any metal as catalyst. Brief investigation on different elaboration of the triacylbenzene product demonstrated the versatile synthetic application of these 1,3,5-triacylbenzenes. This journal is the Partner Organisations 2014.