135285-97-1

Upstream product

• 96-09-3 styrene oxide 
• 100-01-6 4-nitro-aniline 

Downstream Products

• 74650-16-1 N-(4-nitrophenyl)-2-phenyl-aziridine 

Relevant academic research and scientific papers

A Thiophene-2-carboxamide-Functionalized Zr(IV) Organic Framework as a Prolific and Recyclable Heterogeneous Catalyst for Regioselective Ring Opening of Epoxides

A new thiophene-2-carboxamide-functionalized Zr-UiO-66 MOF (1) was synthesized by employing a traditional solvothermal procedure. Compound 1 displayed high thermal (up to 340 °C under an Ar atmosphere) and chemical stability (in water, 1 M HCl, and acetic acid). A nitrogen physisorption measurement with the activated form of 1 (denoted 1) exhibited a BET surface area (781 m2/g) despite attachment of a bulky side chain with the linker molecule. Compound 1 was able to heterogeneously catalyze the ring-opening reaction of epoxides with amines. Catalyst 1 exhibited significant yields as well as wide substrate scope in the ring opening of epoxides by means of amines. It also displayed better catalytic performance in comparison to known MOF catalysts such as Cu3(BTC)2, Fe(BTC) (BTC: 1, 3, 5-benzenetricarboxylate), and Zr-UiO-66. Control experiments were performed with free linker, Zr(IV) salt and without catalyst 1, confirming the exclusive role of 1 in the catalytic reaction. The reusability characteristics of catalyst 1 was established for up to five consecutive catalytic cycles. The synthesis and characterization of the linker molecule, material 1, and 1 and mechanism of the catalysis reaction were studied elaborately.

2-(4-nitroanilino)-2-phenylethanol

In the title compound, C14H14N2O3, the nitro group is twisted from coplanarity with the benzene ring by 3.8(3)°. The benzene ring is perpendicular to the phenyl ring. The molecules are packed around the threefol

Synthesis and application of Cu(II) immobilized MCM-41 based solid Lewis acid catalyst for aminolysis reaction under solvent-free condition

In this paper, a Cu(II) immobilized periodic mesoporous organosilica (PMOs) was synthesized and used as a reusable solid Lewis acid catalyst for the aminolysis of epoxides under solvent-free conditions. An amide-based ligand, L-propylsilyl (1) having a specific binding pocket was prepared and fabricated on mesoporous MCM-41 to produce mesoporous organosilica L-propylsilyl@MCM-41 (2). Further, it has been utilized for anchoring Cu(II) ions under controlled reaction conditions to yield solid Lewis acid catalyst Cu(II)-L-propylsilyl@MCM-41 (3). The synthesized catalyst 3 exhibits significantly higher catalytic activity for aminolysis compared to hitherto known solid Lewis acid catalysts. An extensive range of β-amino alcohols with high regio and stereoselectivity were prepared by using catalyst 3. The catalyst was recovered easily and reused eight times without any loss in its catalytic activity. Furthermore, the synthesis of clinically significant propranolol (β-blocker) from α- naphthyl glycidyl ether was attained successfully using catalyst 3 in a very decent yield.

Heterogeneous ring-opening reactions and Knoevenagel condensation reactions with cobalt complexes: Effect of CoII versus CoIII states on catalysis

This work illustrates comparative catalytic performance of two sets of cobalt complexes within a common macrocyclic ligand environment: CoII complexes 1 and 2 versus CoIII complexes 3 and 4. All four cobalt complexes functioned as the heterogeneous catalysts for the ring-opening reactions of assorted epoxides as well as Knoevenagel condensation reactions of assorted aldehydes. Cobalt(II) complexes were noted to be the superior catalysts over cobalt(III) complexes for both types of organic transformations. The observed difference in the catalytic performance of two sets of cobalt complexes has been related to the kinetic differences between CoII versus CoIII ions. All four cobalt complexes display high catalytic efficiency and excellent reusability without any apparent loss in the catalytic performance.

Graphite oxide catalyzed synthesis of β-amino alcohols by ring-opening of epoxides

Graphite oxide as a heterogeneous and recyclable solid acid catalyzed a simple and efficient method for the synthesis of β-amino alcohols by ring opening of epoxides with amines. This method is effective with various aromatic and aliphatic amines under solvent-free conditions. The corresponding β-amino alcohols are obtained in high yields (56%-95%) and short reaction times (15-30 min) with high regio- and chemoselectivity under metal-free conditions.

A highly efficient magnetic solid acid nanocatalyst for the synthesis of new bulky heterocyclic compounds

Fe3O4 nanoparticles were prepared and coated with 3-aminopropyltriethoxysilane (APTES). The formed amine-surfaced Fe3O4@APTES NPs were further chemically modified with maleic anhydride (MAH) to generate Fe3O4@APTES·MAH NPs. This catalyst was characterized by FT-IR, X-ray diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), thermogravimetric analysis (TG), energy dispersive X-ray analyzer (EDAX), vibrating sample magnetometry (VSM) and the dynamic light scattering (DLS) measurement technique. The catalyst showed high thermal stability and good reusability. Some new bulky heterocyclic compounds such as bis(2,4,5-triarylimidazole), bis(1,4-dihydropyridine), bis(1,8-dioxooctahydroxanthene) and bis(1,8-dioxo-decahydroacridine) derivatives were synthesized using 4,4′-(alkylazanediyl)dibenzaldehyde as substrate and Fe3O4@APTES or Fe3O4@APTES·MAH as catalyst. The high purity products were isolated and the catalyst was easily separated with a simple work-up with magnetic field and was recycled several times without noticeable loss of reactivity under the described reaction conditions.

N-functionalized L-proline anchored MCM-41: A novel organic-inorganic hybrid material for solvent-free aminolysis of styrene oxide under microwave irradiation

A novel organic-inorganic hybrid material, namely L-prol-N-pMCM-41, was synthesized via two steps by covalently anchoring N-functionalized proline derivative (L-prol-N-pTMS) into the pore channels of MCM-41 silica. The prepared material was characterized by X-ray diffraction (XRD), thermogravimetric analysis (TGA), nitrogen adsorption - desorption isotherm, Brunauer - Emmett - Teller (BET) surface area analysis, and Fourier Transform Infrared spectroscopy (FTIR). The immobilized catalyst demonstrated moderate to high catalytic activity and excellent regioselectivity for the ring opening of styrene oxide with aniline derivatives under microwave irradiation and solvent-free conditions. The catalyst could be rapidly separated from the reaction mixture and reused up to five runs with good conversion and high regioselectivity.

Magnetic nano Fe3O4 catalyzed solvent-free stereo- and regioselective a-aminolysis of epoxides by amines; A green method for the synthesis of β-amino alcohols

We report the use of magnetic nano Fe3O4 as a mild heterogeneous catalyst for the aminolysis of epoxides with amines. The approach constitutes a green method for the formation of a variety of β-amino alcohols with very high stereo- and regioselectivity under solvent-free and ambient reaction conditions. The aminolysis of chiral epoxides with amines gave the corresponding chiral β-amino alcohols with complete inversion of stereochemistry. The magnetic nano Fe3O4 catalyst can be easily recovered and recycled. Georg Thieme Verlag Stuttgart New York.

Highly efficient nanocrystalline zirconosilicate catalysts for the aminolysis, alcoholysis, and hydroamination reactions

Nanocrystalline zirconosilicates and titanosilicates with MFI framework structure were hydrothermally synthesized by the addition of organosilanes in the synthesis composition of conventional zirconosilicate and titanosilicate materials. Materials were characterized by a complementary combination of X-ray diffraction, nitrogen sorption, scanning/transmission electron microscopy (S/TEM), ammonia temperature-programmed desorption (TPD), Fourier transform infrared (FT-IR) spectroscopy, and ultraviolet-visible (UV-vis) spectroscopic investigations. Nanocrystalline zeolite catalysts of the present study are reusable. They exhibit significantly higher catalytic activities in aminolysis and alcoholysis compared with the hitherto known catalysts. A range of β-amino alcohols/β-alkoxy alcohols with high regioselectivity were synthesized using zirconosilicates. Application of these materials was also extended in the synthesis of aminoesters by the hydroamination reaction of methyl acrylates and amines. Structure activity relationship was explained based on acidity measurements, reactivity of amines/alcohols, and adsorption of reactants on catalysts.

Nano-TiO2: An efficient and reusable heterogeneous catalyst for ring opening of epoxides under solvent-free conditions

Nano-TiO2 is an effective heterogeneous catalyst for the ring opening of epoxides with aromatic amines to afford-amino alcohols in good to excellent yields at room temperature under solvent-free conditions. It was found that the catalyst is recyclable, and the activity of the catalyst was not weakened markedly even after several reaction cycles. In addition, the catalytic activity of TiO2 strongly depends on particle size or surface area.