Heterocyclic Building Blocks-Benzisoxazole

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: 2-Furoic hydrazide, is researched, Molecular C5H6N2O2, CAS is 3326-71-4, about Kinetic and mechanistic analysis of oxidation of 2-furoic hydrazide by hexachloroirradate(IV) in a wide pH range.Computed Properties of C5H6N2O2.

Oxidation of 2-furoic hydrazide (FH) by hexachloroiridate(IV) ([IrCl6]2-) was studied kinetically in a wide pH range in aqueous solution of 1.0 M ionic strength. The oxidation reaction followed well-defined second-order kinetics: – d[IrCl62-]/dt = k'[FH]tot[IrCl62-], where [FH]tot denotes the total concentration of FH and k’ stands for the observed second-order rate constants The established k’-pH profile displays that k’ increases drastically with pH and a plateau region exists between pH 4 and 6. A stoichiometric ratio of Δ[FH]tot/Δ[IrCl62-] = 1/4 was revealed by spectrophotometric titrations 1H NMR spectroscopic studies indicated that FH was cleanly oxidized to 2-furoic acid. The kinetic data suggest a reaction mechanism in which all the three protolysis species of FH react with [IrCl6]2- in parallel, forming the rate-determining steps. Two stabilized hydrazyl radicals are generated in the rate-determining steps, in which a single electron is transferred to [IrCl6]2-. The two hydrazyl radicals react rapidly in consecutive steps requiring 3 mol of Ir(IV) to form 2-furoic acid as the final product. Rate constants of the rate-determining steps were deduced through a simulation of the rate expression to the k’-pH dependency data. Values of these rate constants demonstrate that the three protolysis species of FH have a huge reactivity span, changing by about 109 times toward reduction in [IrCl6]2- and that FH can be readily oxidized in neutral and basic media. Rapid scan spectra and the measured activation parameters suggest that an outer-sphere electron transfer is probably taking place in each of the rate-determining steps. This is the first kinetic study on the oxidation reactions of FH and provides concurrently the protolysis constants of FH (pKa1 = 3.04 ± 0.08 and pKa2 = 11.6 ± 0.1) at 25.0 °C and 1.0 M ionic strength.

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

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Plant Physiology called Structure of some cyclohexyl compounds as related to their ability to stimulate plant growth, Author is Wort, D. James; Patel, Kanti M., which mentions a compound: 610-09-3, SMILESS is O=C([C@H]1[C@@H](C(O)=O)CCCC1)O, Molecular C8H12O4, Electric Literature of C8H12O4.

Of 9 cyclohexyl compounds tested as plant growth regulators on bush bean plants (Phaseolus vulgaris), only cyclohexanecarboxylic (I) [98-89-5] and cyclohexylacetic acid (II) [5292-21-7] significantly increased pod production Among I, II, cyclohexylpropionic [701-97-3], and cyclohexylbutyric acid [4441-63-8], the stimulating effect decreased as the number of CH2 groups in the side chain increased, from 0-3. The effective compounds possessed an H-saturated C6-ring with a single carboxyl group attached directly to the ring or separated by 1 ≤ CH2 group.

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

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 Solid-phase synthesis of hybrid 2,5-diketopiperazines using acylhydrazide, carbazate, semicarbazide, amino acid, and primary amine submonomers, published in 2020-03-06, which mentions a compound: 3326-71-4, mainly applied to diketopiperazine solid phase enantioselective synthesis crystal structure solubility NBO; solid phase peptide synthesis cyclization displacement acylation; chirality acylhydrazide carbazate semicarbazide amino acid amine mol structure, SDS of cas: 3326-71-4.

46We report the solid-phase synthesis of N,N’-di(acylamino)-2,5-diketopiperazine, an acylhydrazide-based conformationally rigid 2,5-DKP scaffold having exocyclic N-N bonds. We also show that different combinations of acylhydrazides, carbazates, semicarbazides, amino acids, and primary amines can be used to synthesize a highly diverse collection of hybrid DKP mols. via the solid-phase submonomer synthesis route. Finally, we show incorporation of a Me substituent in one of the carbon atoms of the DKP ring to generate chiral daa- and hybrid-DKPs without compromising the synthetic efficiency.

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

Formula: C5H6N2O2. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 2-Furoic hydrazide, is researched, Molecular C5H6N2O2, CAS is 3326-71-4, about Chemistry of mixed-ligand oxidovanadium(IV) complexes of aroylhydrazones incorporating quinoline derivatives: Study of solution behavior, theoretical evaluation and protein/DNA interaction.

A series of eight hexacoordinated mixed-ligand oxidovanadium(IV) complexes [VO(Lx)(LN-N)] (1-8), where Lx = L1 – L4 are four differently substituted ONO donor aroylhydrazone ligands and LN-N are N,N-donor bases like 2,2′-bipyridine (bipy) (1, 3, 5 and 7) and 1,10-phenanthroline (phen) (2, 4, 6 and 8), are reported. All synthesized complexes were characterized by various physicochem. techniques and mol. structures of 1 and 6 were determined by x-ray crystallog. With a view to evaluate the biol. activity of the VIVO species, the behavior of the systems VIVO2+/Lx, VIVO2+/Lx/bipy and VIVO2+/Lx/phen was studied as a function of pH in a mixture of H2O/DMSO 50/50 (volume/volume). DFT calculations allowed finding out the relative stability of the tautomeric forms of the ligands, and predicting the structure of vanadium complexes and their EPR parameters. To study their interaction with proteins, firstly the ternary systems VIVO2+/L1,2 with 1-methylimidazole, which is a good model for histidine binding, were examined Subsequently the interaction of the complexes with lysozyme (Lyz), cytochrome c (Cyt) and bovine serum albumin (BSA) was studied. The complexes showed moderate binding affinity towards BSA, while no interaction takes place with lysozyme and cytochrome c. This could be explained with the higher number of accessible coordinating and polar residues for BSA than for Lyz and Cyt. Further, the complexes were also evaluated for their DNA binding propensity through UV-visible absorption titration and fluorescence spectral studies. These results were consistent with BSA binding affinity and showed moderate binding affinity towards CT-DNA.

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

COA of Formula: C6H10O3. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: Methyl tetrahydrofuran-2-carboxylate, is researched, Molecular C6H10O3, CAS is 37443-42-8, about Synthesis of the alkyl esters of α-furoic acid as flavors. Author is Yao, Lihong; Su, Chang’an; Chen, Xin; Qi, Liquan; Tie, Mei.

The seven alkyl esters of α-furoic acid were synthesized in 80-95.6% yields by refluxing the solution of benzene (or toluene) containing 0.1 mol α-furoic acid and the corresponding aliphatic alcs. (0.12∼0.5 mol) for 3 h in the presence of p-toluenesulfonic acid (0.01 mol) and 5 mL 30% hydrogen peroxide.

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

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 2-Furoic hydrazide, is researched, Molecular C5H6N2O2, CAS is 3326-71-4, about Tin powder promoted synthesis of α-trifluoromethyl homoallylic hydrazides, the main research direction is trifluoromethyl homoallylic hydrazide preparation; ethyl trifluoropyruvate hydrazide allylic bromide allylation multicomponent.Formula: C5H6N2O2.

An efficient tin powder promoted multicomponent one-pot reaction was developed for the synthesis of α-trifluoromethyl homoallylic hydrazides from Et trifluoropyruvate, hydrazides and allylic bromides in the presence of Bronsted and Lewis acid in 1,4-dioxane under reflux conditions. The method avoids the use of toxic stannanes and allows easy operation. The reaction proceeds smoothly under mild reaction conditions to give the corresponding products in good yields.

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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 《Condensation of aromatic aldehydes with glycine and acetylglycine》. Authors are Dakin, H. D..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.

The condensation referred to in the title is complicated by a competing reaction between CH2(NH2)CO2H and BzH, forming a non-acetylated derivative possibly of a type resembling a Schiff base. The 2 reactions are shown thus: (1) H2NCH2CO2H → AcNHCH2CO2H → MeC:N.C(:CHPh).CO.O → MeCONHC(:CHPh)CO2H, (2) HO2CCH2NH2 + BzH → HO2CCH2N:-CHPh (I) or O.CO.CH2.NH.CHPh. I may be called benzylideneglycine and was isolated and analyzed. Because the 2nd condensation product is a non-acetylated compound its formation can be largely suppressed by acetylating the glycine before the reaction. Correspondingly larger yields of the azlactone of α-acetamidocinnamic acid were obtained. Acetylation was most easily effected by warming glycine suspended in 3 parts of glacial AcOH with the theoretical amount of Ac2O until solution was obtained. A variety of aldehydes was used although the product from salicyl aldehyde was the most interesting. AcOC6H4CH:C.N:CMe.O.CO (II) → HOC3H4CH:C(NHAc)CO2H (III) → O.C6H4.CH:C(NHAc).CO (IV). II on treating with alkali and subsequent acidification forms the transient III which quickly passes over to IV. Detailed exptl. data are given.

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

Reference of 2-Furoic hydrazide. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 2-Furoic hydrazide, is researched, Molecular C5H6N2O2, CAS is 3326-71-4, about Tin powder promoted synthesis of α-trifluoromethyl homoallylic hydrazides. Author is Liu, Jiaxin; Huang, Danfeng; Wang, Xiaoping; Zong, Wuzhong; Su, Yingpeng; Wang, Kehu; Hu, Yulai.

An efficient tin powder promoted multicomponent one-pot reaction was developed for the synthesis of α-trifluoromethyl homoallylic hydrazides from Et trifluoropyruvate, hydrazides and allylic bromides in the presence of Bronsted and Lewis acid in 1,4-dioxane under reflux conditions. The method avoids the use of toxic stannanes and allows easy operation. The reaction proceeds smoothly under mild reaction conditions to give the corresponding products in good yields.

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

Product Details of 37443-42-8. 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: Methyl tetrahydrofuran-2-carboxylate, is researched, Molecular C6H10O3, CAS is 37443-42-8, about Bulky Diarylammonium Arenesulfonates as Selective Esterification Catalysts. Author is Ishihara, Kazuaki; Nakagawa, Shoko; Sakakura, Akira.

More environmentally benign alternatives to current chem. processes, especially large-scale, fundamental reactions such as ester condensations, are highly desirable for many reactions. Bulky diarylammonium pentafluorobenzenesulfonates and tosylates serve as extremely active dehydration catalysts for the ester condensation reaction of carboxylic acids with equimolar amounts of sterically demanding alcs. and acid-sensitive alcs. Typically, the esterification reaction is performed in heptane by heating at 80 °C in the presence of 1 mol % of the catalyst without removing water. Esterification with primary alcs. proceeds without solvents even at room temperature Furthermore, 4-(N-mesitylamino)polystyrene resin-bound pentafluorobenzenesulfonate can be recycled more than 10 times without activity loss.

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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 《Hunsdiecker reaction of silver salts of cis- and trans-1,2-cyclohexanedicarboxylic acid》. Authors are Abell, Paul I..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).Reference of cis-Cyclohexane-1,2-dicarboxylic acid. Through the article, more information about this compound (cas:610-09-3) is conveyed.

Decarboxylation of the Ag salts of cis- and trans-1,2-cyclohexanedicarboxylic acids (I, Ia) by the action of halogen according to Hunsdiecker, et al. (C.A. 38, 374), gave only trans-1,2-dibromocyclohexane (IIa) through isomerization which appeared to take place at an intermediate stage in the reaction. Com. cis-1,2-cyclohexanedicarboxylic anhydride hydrolyzed in boiling H2O gave I, m. 191-4°, isomerized by heating 8 hrs. at 170-80° with a small amount of dilute HCl in a sealed tube to yield 61.5% Ia, m. 228.5-30.5° (from EtOH). Carefully neutralized solutions of the Na salts of I and Ia treated with an exactly equivalent quantity of aqueous AgNO3 and filtered, the precipitate carefully washed with H2O, alc., and Et2O, dried several days over P2O5 in vacuo, and screened to 100 mesh gave Ag salts (III, IIIa) suitable for reaction with Br. Reaction of III and IIIa with Br was carried out at various temperatures by the inverse addition procedure of Conly (C.A. 48, 2561b) in which the dry III or IIIa was added to Br in CCl4, in an apparatus in which the speed and extent of the reaction were followed by observation of the CO2 evolved. The products of the reaction were tabulated (Ag salt, temperature of reaction, % yield, m.p. IIa, n25D, and structure as shown by infrared spectrum given): III, 0-25°, 43, -4.8°, 1.5503, all trans; III, reflux, 47, -4.7°, 1.5505, all trans; IIIa, 0-25°, 48, -4.5°, 1.5507, all trans; IIIa, reflux, 37, -2.5°, 1.5510, all trans. To establish the stability to isomerization under the above exptl. conditions, known cis-1,2-dibromocyclohexane (II) and IIa were refluxed 12 hrs. with Br and AgBr. II, m. 10.0°, n25D 1.5512, was recovered with a 60% yield of material, m. 6.5°, n25D 1.5511, all cis; and IIa, m. -4.5°, n25D 1.5505, similarly yielded 94% material, m. -4.5°, n25D 1.5505, all trans. Although the data did not distinguish partial isomerization from complete retention of configuration a very large proportion of II survived the reaction. No isomerization of II took place on 12 hrs. refluxing with Br and AgBr in anhydrous CCl4. The mechanistic implications were discussed briefly.

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