Heterocyclic Building Blocks-Benzisoxazole

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Chemoselective calcium-catalyzed direct amidation of carboxylic esters, published in 2015, which mentions a compound: 37443-42-8, mainly applied to amide green preparation chemoselective; carboxylic ester primary amine calcium catalyst amide bond formation, SDS of cas: 37443-42-8.

Unactivated carboxylic esters and primary amines undergo calcium-catalyzed direct amide bond formation to afford amides I [R1 = n-Pr, Ph, 4-hydroxybutyl, etc.; R2 = 2-thienyl, Ph, Bn, etc.] in excellent yields under homogeneous conditions in toluene. This green and mild reaction proceeds chemoselectively with esters, whereas related carboxylic acids and amides remain unreactive.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Recommanded Product: 37443-42-8. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Methyl tetrahydrofuran-2-carboxylate, is researched, Molecular C6H10O3, CAS is 37443-42-8, about Zirconium Oxide-Catalyzed Direct Amidation of Unactivated Esters under Continuous-Flow Conditions. Author is Rashed, Nurnobi Md.; Masuda, Koichiro; Ichitsuka, Tomohiro; Koumura, Nagatoshi; Sato, Kazuhiko; Kobayashi, Shu.

A sustainable and environmentally benign direct amidation reaction of unactivated esters with amines was developed in a continuous-flow system. A com. available amorphous zirconium oxide was found to be an efficient catalyst for this reaction. While the typical amidation of esters with amines required a stoichiometric amount of a promoter or metal activator, the present continuous-flow method enabled the direct amidation reaction under additive-free conditions with an extensive diversity towards various functional groups. High yields of the products were obtained with a nearly equimolar proportion of starting materials to reduce byproduct formation, which rendered this process applicable for use in a sequential-flow system.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Photochemical transformations. XI. Isomerization of 1,3-cyclooctadiene》. Authors are Dauben, William G.; Cargill, Robert L..The article about the compound:cis-Cyclohexane-1,2-dicarboxylic acidcas:610-09-3,SMILESS:O=C([C@H]1[C@@H](C(O)=O)CCCC1)O).Electric Literature of C8H12O4. Through the article, more information about this compound (cas:610-09-3) is conveyed.

cf. CA 54, 22718a. Com. 1,3-cyclooctadiene (I, n2D0 1.4940, λ 228 mμ (ε 5470, alc.), 22.1 g.) in 2 l. dry Et2O irradiated 200 hrs. with a Hanovia high pressure Hg arc lamp, internal probe, type L with magnetic stirring (He atm.), the progress of irradiation followed by ultraviolet spectroscopy to disappearance of I, the Et2O evaporated at 40-50° through a 1 ft. Vigreux column, and the yellow residue distilled through a Nester-Faust 2 ft. spinning band column gave 36-41% bicyclo[4.2.0]oct-7-ene (II), C8H12, b. 131-2°, n2D0 1.4720, λ205 mμ (ε 700, alc.), nuclear magnetic resonance singlets at 4.04 and complex multiplets at 7.21, 8.47 τ, infrared spectrum identical with that of material prepared from cyclooctatetraene dibromide. NaIO4 (9.78 millimoles), 0.16 millimole KMnO4, and 0.37 millimole K2CO3 in 200 ml. H2O stirred 25 hrs. at 25° with 1.03 millimoles II, the mixture acidified with 15% H2SO4, extracted 20 hrs. with Et2O, the dried extract evaporated, and the residue triturated with petr. ether gave 105 mg. solid, recrystallized from H2O and from Et2O-petr. ether to give cis-1,2-cyclohexanedicarboxylic acid, m. 197.5-8.0°. At no time was the typical spectrum of 1,3,5-hexatriene detected in the ultraviolet absorption spectrum of the irradiated solution

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Chalenko, N.; Demchenko, A.; Syrova, G. published the article 《Synthesis of potential antiexudative preparations for 2-((4-amino-5-(furan-2-yl)-1,2,4-triazole-(4h)-3-yl)-sulfanyl)-N-acetamide series》. Keywords: antiexudative antiinflammatory analgesic.They researched the compound: 2-Furoic hydrazide( cas:3326-71-4 ).Formula: C5H6N2O2. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:3326-71-4) here.

The aim of the study was to synthesize new potential biol. active substances of derivatives of 2-((4-amino-5-(furan-2-yl)-1,2,4-triazole(4H)-3-yl)-sulfanyl)-N acetamides and determination of their structure, physico-chem. properties and anti-exudative activity (AEA). Reactions were started with furan-2-carboxylic acid hydrazide with carbon disulfide in Et alc. in the presence of potassium hydroxide to form potassium dithiocarbazinate intermediate, followed by cyclical condensation with excess hydrazine, yielding tiotriazole (1) as a white solid with a good yield. Twenty-one new compounds were synthesized in the series of derivatives of 2-((4-amino-5-(furan-2-yl)-4H-1,2,4-triazol-3-yl) sulfanyl)-N-acetamides, their phys. and chem. characteristics have been established. The structure of the synthesized compounds is confirmed by data from elemental anal., 1H NMR spectra and chromatog. mass spectrometry. Fifteen compounds have shown antiexudative activity, among the leaders were identified seven compounds: 3.1, 3.2, 3.5, 3.9, 3.11, 3.12, 3.19, which significantly suppressed swelling by 81.5 %; 61.1 %; 70.3 %; 55.5 %; 62.9 %; 53.0 %, resp., and significantly exceeded the activity of sodium diclofenac (44 %).

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Product Details of 3326-71-4. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 2-Furoic hydrazide, is researched, Molecular C5H6N2O2, CAS is 3326-71-4, about Synthesis, characterization and biological activity of nano-sized Co(II), Ni(II), Cu(II), Pd(II) and Ru(III) complexes of tetradentate hydrazone ligand. Author is Abouzayed, Fatma I.; Emam, Sanaa M.; Abouel-Enein, Saeyda A..

Furo-(phenyldimethine)carbohydrazone (H2L) was prepared via the condensation reaction of 2-furoic acid hydrazide with terephthaldehyde by (2:1) molar ratio. Octahedral and square planar complexes were synthesized from the reaction of (H2L) ligand with chloride salts of Co(II), Ni(II), Cu(II), Ru(III) and Pd(II) ions. All the chelates were structurally characterized by various anal. and spectral techniques. The stoichiometry of chelates was found to be 1:1, 1:2 and 1:3 (L:M) molar ratios to form sandwich, binuclear and trinuclear complexes, resp. All complexes were found to be non-electrolytic in nature on the basis of molar conductance values. The IR data showed that the ligand served as tetradentate in a neutral keto form. The ligand coordinated with all metal ions via oxygen atoms of carbonyl group and furan ring. The thermal properties of the ligand and its chelates were investigated utilizing thermogravimetry and reflected that Ru(III) complex has lower thermal stability than other complexes. X-ray diffraction spectra established nano-size for Ni(II) and Ru(III) complexes. The ESR result revealed axial symmetry with hyperfine structure for Cu(II) complex indicative of (2B1g) as a ground state. Some quantum parameters were reported in order to compare the reactivity of the compounds The biol. data indicated that all complexes have cytotoxic and antioxidant activity rather than the native ligand. Among all complexes, Ru(III) complex had excellent cytotoxic and antioxidant activity. This was due to its chem. structure and its nano-size.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 3326-71-4, is researched, Molecular C5H6N2O2, about BOPAHY: a doubly chelated highly fluorescent pyrrole-acyl hydrazone -BF2 chromophore, the main research direction is dinuclear boron fluoro pyrrole acylhydrazone complex preparation crystal structure; electrochem fluorescence DFT dinuclear boron fluoro pyrrole acylhydrazone complex.COA of Formula: C5H6N2O2.

New easily functionalisable and highly fluorescent BOPAHY chromophores were synthesized via a 1-pot two-step reaction starting from com. available pyrrole-2-carbaldehydes and resp. acyl hydrazides in the presence of BF3·OEt2. Most importantly, all BOPAHY dyes show excellent photophys. properties with quantum yields up to 0.92. Steady-state spectroscopy and quantum chem. calculations provide a first insight into these promising properties.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: cis-Cyclohexane-1,2-dicarboxylic acid, is researched, Molecular C8H12O4, CAS is 610-09-3, about Crystal structure of cis-1,2-cyclohexanedicarboxylic acid.Related Products of 610-09-3.

C8H12O4, crystallizes in the triclinic system, space group P1 , with a = 6.93, b = 10.95, c = 6.38 Å, α = 108°3′, β = 114°51′, γ = 90°16′, and Z = 2. The structure has been solved by joint application of the symbolic addition procedure and the method based on the maximum probability described by Allegra and Valle, which maximizes the II(s1, s2, s3,…) function. The structure has been refined to an R factor of 0.056 for 1505 independent reflections measured by counter techniques (Cu Kα). One of the two carboxyl groups is in the axial, the other in the equatorial position relative to the cyclohexane ring. The observed conformation of this mol. is compared with that recently given for the trans isomer.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: Methyl 2,4-dichloronicotinate, is researched, Molecular C7H5Cl2NO2, CAS is 442903-28-8, about Long-lived states to sustain SABRE hyperpolarised magnetisation.Recommanded Product: Methyl 2,4-dichloronicotinate.

The applicability of the magnetic resonance (MR) technique in the liquid phase is limited by poor sensitivity and short nuclear spin coherence times which are insufficient for many potential applications. Here the authors illustrate how it is possible to address both of these issues simultaneously by harnessing long-lived hyperpolarized spin states that are formed by adapting the Signal Amplification by Reversible Exchange (SABRE) technique. The authors achieve >4% net 1H-polarization in a long-lived form that remains detectable for over ninety seconds by reference to proton pairs in the biol. important mol. nicotinamide and a pyrazine derivative whose in vivo imaging will offer a new route to probe disease in the future.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Safety of 2-Furoic hydrazide. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2-Furoic hydrazide, is researched, Molecular C5H6N2O2, CAS is 3326-71-4, about Phosphine-Free Ruthenium Complex-Catalyzed Synthesis of Mono- or Dialkylated Aryl Hydrazides via the Borrowing Hydrogen Strategy. Author is Joly, Nicolas; Bettoni, Leo; Gaillard, Sylvain; Poater, Albert; Renaud, Jean-Luc.

A diaminocyclopentadienone ruthenium tricarbonyl complex-catalyzed synthesis of mono- or dialkylated aryl hydrazides from N-unsubstituted aryl hydrazides and various substituted primary and secondary alcs. as alkylating reagents using the borrowing hydrogen strategy has been developed. Deuterium labeling experiments confirmed that the alcs. are the hydride source in this cascade process. D. functional theory (DFT) calculations unveiled the origin and the threshold between the mono- and dialkylation.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Category: benzisoxazole. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2-Furoic hydrazide, is researched, Molecular C5H6N2O2, CAS is 3326-71-4, about Synthesis and Antibacterial Activity of Novel (4-Methoxyphenyl)-tetrahydropyranyl-substituted 1,3,4-Oxadiazoles. Author is Aghekyan, A. A.; Mkryan, G. G.; Panosyan, H. A.; Safaryan, A. S.; Stepanyan, H. M..

Condensation of 4-(4-methoxyphenyl)tetrahydro-2H-pyran-4-carbonyl chloride I [R1 = Cl] with hydrazine hydrate, furan-2- and 2,5-dimethylfuran-2-carbohydrazides gave disubstituted hydrazides II [R2 = furan-2-carbonyl, (4,5-dimethylfuran-2-carbonyl), 4-(4-methoxyphenyl)tetrahydropyran-4-carbonyl], whose cyclization formed sym. and unsym. 2,5-disubstituted 1,3,4-oxadiazoles III [R3 = 2-furyl, 4,5-dimethyl-2-furyl, 4-(4-methoxyphenyl)tetrahydropyran-4-yl]. Et 4-[4-(4-methoxyphenyl)-tetrahydro-2H-pyran-4-carboxamido]benzoate IV [R4 = CO2Et] was reacted with hydrazine to obtain N-[4-(hydrazinocarbonyl)-phenyl]-4-(4-methoxphenyl)tetrahydro-2H-pyran-4-carboxamide IV [R4 = C(O)NHNH2]. Treatment of IV [R4 = C(O)NHNH2] latter with tri-Et orthoformate gave a monosubstituted 1,3,4-oxadiazole IV [R4 = 1,3,4-oxadiazol-2-yl], and with carbon disulfide, a 5-sulfanyl-1,3,4-oxadiazole derivative IV [R4 = (5-sulfanyl-1,3,4-oxadiazol-2-yl)] was obtained. The subsequent alkylation of this derivative IV [R4 = (5-sulfanyl-1,3,4-oxadiazol-2-yl)] with 5-metoxyfuran-2-Me and benzylaminocarbonylmethyl chlorides substituted chlorides resulted in the synthesis of the corresponding novel S-substituted oxadiazole derivatives V [R5 = 5-methoxycarbonyl-2-furyl, benzylcarbamoyl]. The synthesized compounds I, II, III, IV and V were tested for their antibacterial activity.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics