Heterocyclic Building Blocks-Benzisoxazole

Computed Properties of C8H12O4. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: cis-Cyclohexane-1,2-dicarboxylic acid, is researched, Molecular C8H12O4, CAS is 610-09-3, about FT-IR and FT-Raman spectroscopy study of the cyclic anhydride intermediates for the esterification of cellulose. Part 3. Cyclic anhydrides formed by the isomers of cyclohexanedicarboxylic acid. Author is Yang, Charles Q.; Zhang, Guobao.

Multifunctional carboxylic acids were used as crosslinking agents for cotton and wood pulp cellulose. In the authors’ previous research, the authors found that a polycarboxylic acid esterifies cellulose through the formation of a 5-membered cyclic anhydride intermediate by the dehydration of 2 carboxyl groups. The authors studied the formation of those cyclic anhydride intermediates by different isomers of cyclohexanedicarboxylic acid (CHA) so that the authors can elucidate the effects of mol. structure on the formation of the anhydride intermediates. The authors found that both cis- and trans-1,2-CHA form 5-membered anhydride intermediates when temperature reaches their m.p. and that cis-1,2-CHA forms the cyclic anhydride at temperatures lower than does trans-1,2-CHA. 1,3-CHA forms 6-membered cyclic anhydride at temperatures much higher than its m.p. The formation of a 5-membered cyclic anhydride intermediates takes place at temperatures lower than that of a 6-membered anhydride. This is probably the main reason why those polycarboxylic acids with their carboxylic acid groups bonded to the adjacent carbons of the mol. backbones are more effective crosslinking agents for cellulose than those with their carboxylic groups bonded to the alternative carbons. No formation of cyclic anhydride was found for 1,4-CHA. The formation of a 5-membered cyclic anhydride was accelerated by monosodium phosphate, which is used as a catalyst for the esterification of cotton cellulose by polycarboxylic acids.

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

Related Products of 3326-71-4. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 2-Furoic hydrazide, is researched, Molecular C5H6N2O2, CAS is 3326-71-4, about Nucleophilic catalysis of p-substituted aniline derivatives in acylhydrazone formation and exchange. Author is Canal-Martin, Andrea; Navo, Claudio D.; Saez, Elena; Molero, Dolores; Jimenez-Oses, Gonzalo; Perez-Fernandez, Ruth.

A mechanistic study and superior performance of electron-rich p-substituted aniline derivatives as catalysts for efficient hydrazone formation and exchange in both protic and aprotic solvents was reported. Rigorous kinetic analyses demonstrate that imine formation with 3-hydroxy-4-nitrobenzaldehyde and aniline derivatives proceeds with unprecedented third-order kinetics in which the aldehyde consistently shows a partial order of two. Computational investigations provide insights into the mechanisms of these transformations.

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

HPLC of Formula: 610-09-3. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: cis-Cyclohexane-1,2-dicarboxylic acid, is researched, Molecular C8H12O4, CAS is 610-09-3, about Comparison of aromatic and aliphatic dicarboxylic acid in reactivity using hydrogen-isotope exchange reaction in a gas-solid system. Author is Imaizumi, Hiroshi; Muramatsu, Kazuo.

The hydrogen-isotope exchange reaction between aromatic (alicyclic, or normal chain aliphatic) dicarboxylic acid (solid) and HTO vapor was observed at 40 °C ∼ 80° to reveal the reactivity of the material having the same two functional groups. The A””-McKay plot method was used to determine its rate constant From the rate constants thus determined, the following three findings have been clarified in the reaction. (1) The reactivity of aromatic dicarboxylic acid is similar to that of normal chain aliphatic dicarboxylic acid, and is greater than that of alicyclic acid. (2) With regard to 1,2- or 1,4-cyclohexanedicarboxylic acid, cis-isomer is similar to trans-isomer in reactivity. (3) The reactivity of isophthalic acid is larger than that of benzoic acid, and seems to follow the Hammett LFER.

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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).Reference of cis-Cyclohexane-1,2-dicarboxylic acid. 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

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 3326-71-4, is researched, SMILESS is O=C(C1=CC=CO1)NN, Molecular C5H6N2O2Journal, Article, Luminescence called A highly selective aggregation-induced emission fluorogen for sensitive detection of Al3+ in living cells, Author is Xie, Ya; Li, Xueming; Yan, Liqiang; Li, Jianping, the main research direction is A549 cell aggregation induced emission fluorogen aluminum; AIE; Al3+; Schiff’s base; coumarin; fluorescence probe.Computed Properties of C5H6N2O2.

A Schiff’s base derivative was synthesized using a condensation reaction between 8-formyl-7-hydroxy-4-methylcoumarin and furan-2-carbohydrazide that produced marked aggregation-induced emission and had excellent ability to specifically recognize aluminum ions (Al3+). This compound displayed faint fluorescence in the benign solvent DMF, and exhibited obvious green fluorescence following addition of specific amounts of water. Moreover, it exhibited strong blue fluorescence after combination with Al3+ even in the presence of other interfering ions. These exptl. results demonstrated that this derivative could be used as a fluorescence probe for Al3+. The advantages, including significant fluorescence change, high selectivity and sensitivity, and fast response, meant that this probe could be used both to detect Al3+ in water samples and for fluorescence imaging in living cells.

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Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

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.Qian, Peng; Zhou, Zhenghong; Wang, Li; Wang, Zhicheng; Wang, Zhongwei; Zhang, Zhenlei; Sheng, Liangquan researched the compound: 2-Furoic hydrazide( cas:3326-71-4 ).SDS of cas: 3326-71-4.They published the article 《Electrosynthesis of 2-(1,3,4-Oxadiazol-2-yl)aniline Derivatives with Isatins as Amino-Attached C1 Sources》 about this compound( cas:3326-71-4 ) in Journal of Organic Chemistry. Keywords: oxadiazolyl aniline electrosynthesis intramol decarboxylative coupling isatin hydrazine. We’ll tell you more about this compound (cas:3326-71-4).

An intramol. decarboxylative coupling reaction for the construction of 2-(1,3,4-oxadiazol-2-yl)aniline derivatives was developed from readily available isatins and hydrazides by virtue of electrochem. In this reaction, isatins were employed as amino-attached C1 sources, providing a variety of 2-(1,3,4-oxadiazol-2-yl)aniline derivatives with moderate to good yields.

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Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 2-Furoic hydrazide(SMILESS: O=C(C1=CC=CO1)NN,cas:3326-71-4) is researched.Electric Literature of C12H12N2. The article 《Tin powder promoted synthesis of α-trifluoromethyl homoallylic hydrazides》 in relation to this compound, is published in Youji Huaxue. Let’s take a look at the latest research on this compound (cas:3326-71-4).

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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Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Li, Zhe-qi; Wu, Yan-bo; Cao, Kui published the article 《Technology of selective hydrogenation and methyl esterification of furoic acid over Pd/γ-Al2O3 catalyst》. Keywords: selective hydrogenation methyl esterification furoic acid platinum gamma alumina.They researched the compound: Methyl tetrahydrofuran-2-carboxylate( cas:37443-42-8 ).Related Products of 37443-42-8. 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:37443-42-8) here.

The hydrogenation and Me esterification of furoic acid over Pd/γ-Al2O3 catalysts were investigated in a fixed-bed microreactor by one-step method. Effects of the reaction temperature, pressure, gas flow rate of H2, liquid flow rate of furoic acid and method were studied. Under the optimal reaction conditions of 0.5 MPa pressure, at 150°, H2 gas flow rate of 5000 mL/h-1 and liquid flow rate of 5.0 mL/h-1, the conversion of furoic acid, selectivity to Me THF formiate and yield of Me THF formiate can reach 99.0%, 98.2%, and 97.2%, resp. Performance of the catalyst does not deteriorate after being used for 360 h. This green technol. has the characteristic of low reaction pressure, easy operation, high activity and selectivity and stability of the catalyst and facile separation of the catalyst from products.

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Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: Methyl tetrahydrofuran-2-carboxylate( cas:37443-42-8 ) is researched.SDS of cas: 37443-42-8.Ali, Rameez; Guan, Yong; Leveille, Alexandria N.; Vaughn, Elizabeth; Parelkar, Sangram; Thompson, Paul R.; Mattson, Anita E. published the article 《Synthesis and Anticancer Activity of Structure Simplified Naturally Inspired Dimeric Chromenone Derivatives》 about this compound( cas:37443-42-8 ) in European Journal of Organic Chemistry. Keywords: dimeric chromenone synthesis anticancer; tetrahydroxanthone synthesis anticancer; Cancer; Drug Design; Drug Discovery; Medicinal Chemistry; Natural Products. Let’s learn more about this compound (cas:37443-42-8).

Select dimeric chromenones exhibit low micromolar cytotoxicity toward lymphoma and leukemia cell lines, L5178Y and HL60, resp. The bioactive dimeric chromenones were identified from a focused library of structurally simplified derivatives of naturally occurring dimeric chromenones and tetrahydroxanthones that was prepared as part of this study. The simple dimeric chromenone scaffolds contain no stereogenic centers, are easily synthesized, and may be utilized as lead compounds in cancer research and drug discovery.

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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 《Synthesis of bicyclo[4.2.0]octane-7,8-diol, a derivative of “”cycloöctatetraene dichloride””》. Authors are Cope, Arthur C.; Herrick, Elbert C..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).COA of Formula: C8H12O4. Through the article, more information about this compound (cas:610-09-3) is conveyed.

Butadiene (0.6-0.8 l./min.) was passed into 500 cc. dry warmed C6H6 containing 196 g. maleic anhydride and heating discontinued when the temperature reached 50°; the absorption of gas gradually slowed and was stopped in 2-2.5 hrs., and the mixture allowed to stand overnight, yielding 281.5-94.5 g. cis-Δ4-tetrahydrophthalic anhydride (I), m. 103-4°. I (228 g.), 525 cc. com. absolute EtOH, and 2.5 g. p-MeC6H4SO3H were refluxed 12-16 hrs., the EtOH removed by 2 azeotropic distillations with PhMe, the residue cooled, 200 cc. ether added, and the ether extract dried, yielding 280-92 g. cis-di-Et Δ1-tetrahydrophthalate (II), b5 129-31°, n23D 1.4610; the same procedure yielded 239 g. di-Me ester (III), b5 120-2°, n25D 1.4700. Hydrogenation of 226 g. II with 0.5 g. prereduced Adams catalyst in 20 cc. absolute EtOH or 1 g. 1% Pd-on-C without solvent at 30-15 lb./sq. in. for 3-5 hrs. yielded 215-19 g. cis-hexahydrophthalate (IV), b9 130-2°, n25D 1.4510; hexahydro compound from III, b5 110-12°, n25D 1.4570. In the following preparation all materials and apparatus were carefully dried; the original paper should be consulted for details. IV (76 g.) in 2130 cc. xylene was added during 45.5 hrs. to 1 l. refluxing xylene containing 31.3 g. Na, the mixture cooled in an ice-salt bath, 1.5 l. xylene siphoned off and discarded, 78.5 cc. AcOH in 500 cc. ether added during 30 min., the NaOAc filtered off and extracted with ether, and the ether and xylene distilled off in vacuo, yielding 1.1 g. bicyclo[4.2.0]octan-7-ol-8-one (VI), m. 178-84.5° (from EtOH); fractionation of the residue from the ether filtrate yielded 5.7 g. VI, n25D 1.4992, d254 1.1218, MRD calculated 36.66, found 36.71. The following derivatives of VI were prepared and purified by chromatography: 3,5-dinitrobenzoate, m. 131-2° (from methylcyclohexane); p-phenylazobenzoate, m. 138-9° (from hexane); 2,4-dinitrophenylosazone, m. 248.5-57.5° (from EtOAc); the residue yielded an uninvestigated compound, m. 152.5-3.5°. VI (1.89 g.) reduced at atm. pressure in 40 cc. absolute EtOH with 2 g. W-7 Raney Ni yielded 0.315 g. trans-bicyclo[4.2.0]octane-7,8-diol (VII), m. 140.5-1.5°. VII (0.043 g.) and 0.326 g. p-PhN2C6H4COCl (VIII) refluxed 11 hrs. with 10 cc. pyridine yielded 0.132 g. bis(p-phenylazobenzoate), m. 174.8-5.8° (from methylcyclohexane). Concentration of the hexane solution from VII and distillation of the residue yielded 5% cis-bicyclo compound (IX), m. 71.5-3.5°; VIII derivative, m. 165-6°. Addnl. evidence for the structure of IX and VII was obtained from their effect on the pH of 0.1 M boric acid.

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