Category: Benzisoxazole

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

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

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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Reference:
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

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

SDS of cas: 37443-42-8. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: Methyl tetrahydrofuran-2-carboxylate, is researched, Molecular C6H10O3, CAS is 37443-42-8, about Synthesis and Anticancer Activity of Structure Simplified Naturally Inspired Dimeric Chromenone Derivatives. Author is Ali, Rameez; Guan, Yong; Leveille, Alexandria N.; Vaughn, Elizabeth; Parelkar, Sangram; Thompson, Paul R.; Mattson, Anita E..

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.

Although many compounds look similar to this compound(37443-42-8)SDS of cas: 37443-42-8, numerous studies have shown that this compound(SMILES:O=C(C1OCCC1)OC), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

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

Synthetic Route of C8H12O4. 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: cis-Cyclohexane-1,2-dicarboxylic acid, is researched, Molecular C8H12O4, CAS is 610-09-3, about Structure of some cyclohexyl compounds as related to their ability to stimulate plant growth.

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

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Reactions of furan compounds. IV. High-temperature decomposition of the vapors of tetrahydrofuronitrile and Me tetrahydrofuroate to give 2,3-dihydrofuran and cyclopropanealdehyde》. Authors are Wilson, Christopher L..The article about the compound:Methyl tetrahydrofuran-2-carboxylatecas:37443-42-8,SMILESS:O=C(C1OCCC1)OC).Safety of Methyl tetrahydrofuran-2-carboxylate. Through the article, more information about this compound (cas:37443-42-8) is conveyed.

Tetrahydrofuramide (I) is not dehydrated by COCl2 at high temperatures At 360-400° over silica gel, I gives a mixture of tetrahydrofuronitrile (II) and 2,3-dihydrofuran (III), together with some HCN; the yield of II at 290° was 74%, at 310° 55%, and at 330° 40% (yields are based on consumption, see Part III); over Na phosphate (pumice impregnated with 120 g. NaH2PO4 and 15 cc. H3PO4 in 85 cc. H2O and dried by heating slowly to 300°) at 400° the yield of II was 90%, consumption of I 50-85%. With N as carrier gas (2 l./hr.), 70% of II was recovered when passed over earthenware rings at 450°; 10% was impure III. Silica gel at 500° gives 20% of tetrahydrofuran (IV)-III mixture (48% of III), 10% of unchanged II and 10% of a compound (V), which may be CH2.CH2.C:CHCN, b. 130-40°. Na phosphate at 500° gives HCN, only a little III + IV and mainly cyclopropanecarboxaldehyde (VI), b14 42-4°; 2,4-dinitrophenylhydrazone, orange-red, m. 173-5°; p-nitrophenylhydrazone, golden-yellow, m. 129-32°; dimedon derivative, m. 160-2°. NH4 tetrahydrofuroate (aqueous solution containing an excess of NH3) over earthenware rings gives an equimol. mixture of the free acid and I; over silica gel at 500-600° V and II were formed; over Na phosphate, the temperature and carrier gas (N, CO2) appeared to have little influence on the results; between 450-550° there resulted 20-30% of a product b. 45-90° containing MeOH, III, and VI; over silica gel at 375°, the products were III and PrCHO (2,4-dinitrophenylhydrazone, orange-brown, m. 120-5°); at 400°, the ester gives 30% of a liquid containing some III and VI. VI was prepared in about 20% yield from Cl(CH2)3CN and SnCl2 in ether (saturated with HCl).

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Reference:
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.Safety of Methyl tetrahydrofuran-2-carboxylate. The article 《A green one-pot synthesis of 3(5)-substituted 1,2,4-triazol-5(3)-amines as potential antimicrobial agents》 in relation to this compound, is published in Journal of the Iranian Chemical Society. Let’s take a look at the latest research on this compound (cas:3326-71-4).

An efficient procedure was proposed for the synthesis of 3(5)-substituted 1,2,4-triazol-5(3)-amines I [Ar = Ph, 3-BrC6H4, 2-furyl, etc.] via a one-pot reaction of thiourea, di-Me sulfate and hydrazides ArC(O)NHNH2 in aqueous media under mild conditions while adhering to some principles of green chem. The compounds I were easily isolated in 83-95% yields without any need for further purification Inhibitory activities of all compounds I were assessed against a variety of Gram-pos. and Gram-neg. pathogenic bacteria as well as some fungal pathogens. The best antibacterial effects were observed with compound I [Ar = Ph] according to its MIC values (4-8 μg mL-1). All compounds I were successful in blocking the growth of fungi. Acceptable antioxidant properties were observed only with compound I [Ar = 4-O2NC6H4].

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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 Chemistry of mixed-ligand oxidovanadium(IV) complexes of aroylhydrazones incorporating quinoline derivatives: Study of solution behavior, theoretical evaluation and protein/DNA interaction, the main research direction is preparation oxidovanadium Schiff base aroylhydrazone quinoline derivative complex; crystal mol structure oxidovanadium Schiff aroylhydrazone quinoline derivative complex; cyclic voltammetry oxidovanadium Schiff base aroylhydrazone quinoline derivative complex; EPR spectra oxidovanadium Schiff base aroylhydrazone quinoline derivative complex; DNA interaction oxidovanadium Schiff base aroylhydrazone quinoline derivative complex; Aroylhydrazone; DFT calculations; DNA binding; Mixed-ligand oxidovanadium(IV); Protein interaction.Name: 2-Furoic hydrazide.

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