Day: April 13, 2022

Nikishin, G. I.; Glukhovtsev, V. G.; Peikova, M. A.; Maksimova, N. G. published an article about the compound: Methyl tetrahydrofuran-2-carboxylate( cas:37443-42-8,SMILESS:O=C(C1OCCC1)OC ).Category: benzisoxazole. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:37443-42-8) through the article.

Liquid phase oxidation of tetrahydrofurfuryl alc., its formate and acetate, and Me 2-tetrahydrofurancarboxylate, largely at 115°, in 10-25 hr in a flow-type glass reactor gave good yields of γ-butyrolactone or its γ-CH2OH, CH2O2CH, CH2OAc or CO2Me derivatives, resp., HCO2H and succinic acid. Evidently the oxidation occurred at the C2 and C5 positions. Uv light promoted the reaction and allowed its operation at lower temperature The summary yields of the lactones were 72-95%. The last substrate above was oxidized in the presence of Mn(OAc)2.4H2O catalyst at 70°.

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

Chethan Prathap, K. N.; Shalini, P.; Lokanath, N. K. published the article 《Synthesis, characterization, crystal structure, Hirshfeld surface analysis and DFT calculations of two novel pyrrole derivatives》. Keywords: pyrrolylethylidene benzenesulfonohydrazide diastereoselective preparation crystal structure Hirshfeld surface analysis; furancarbohydrazide ethylidenepyrrole diastereoselective preparation crystal structure Hirshfeld surface analysis.They researched the compound: 2-Furoic hydrazide( cas:3326-71-4 ).Recommanded Product: 3326-71-4. 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 novel pyrroles (E)-N’-(1-(1H-pyrrol-2-yl)ethylidene)benzenesulfonohydrazide and (E)-N’-(1-(1H-pyrrol-2-yl)ethylidene)furan-2-carbohydrazide were synthesized. The synthesized comps. were characterized by (1H and 13C) NMR, FT-IR, UV-visible, TG-DTA and XRD studies.

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

Electric Literature of C5H6N2O2. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 2-Furoic hydrazide, is researched, Molecular C5H6N2O2, CAS is 3326-71-4, about Iodine-promoted one-pot synthesis of 1,3,4-oxadiazole scaffolds via sp3 C-H functionalization of azaarenes. Author is Mani, Geeta Sai; Donthiboina, Kavitha; Shankaraiah, Nagula; Kamal, Ahmed.

An efficient iodine-mediated one-pot synthetic protocol for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles scaffolds I [R = 2-furyl, Ph, 4-ClC6H4, etc.; R1 = 2-pyridyl, 2-quinolinyl, 7-Clquinolin-2-yl, etc.] was developed via sp3 C-H functionalization. This method involved oxidative amination with concomitant base-mediated cyclization of methylhetarenes and acylhydrazines by employing iodine and Cs2CO3. The key features of the present method included good functional group tolerance, a clean protocol, metal-free conditions and high yields, making this protocol an attractive strategy toward the synthesis of bioactive mols. and their key building blocks.

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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 《The heats of hydration and energy contents of cis- and trans-cyclohexane-1,2-dicarboxylic acids, and their primary ions》. Authors are Wassermann, Albert.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).Formula: C8H12O4. Through the article, more information about this compound (cas:610-09-3) is conveyed.

The following values were obtained for the cis- and trans-cyclohexane-1,2-dicarboxylic acids and their ions, resp.: heat of combustion, kg.-cal./mole (constant temperature) 931.9, 929.5; heat of solution + first heat of ionization, -7.49, -6.48; energy content of primary anion in dilute solution, kg.-cal./mole 939.4, 936.0; mol. volume at 0° 126.5, 120.4; second heat of ionization +0.30, +0.24. The first ionization constant of the cis acid increases with rise in temperature, while that of the trans decreases. This leads to the conclusion that the trans ion is more hydrated than the cis ion, although the heat of hydration of the undissociated cis is not measurably greater than that of the trans acid.

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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: 610-09-3, is researched, Molecular C8H12O4, about 3,8-Thionanedione 1,1-dioxide. Synthesis and solid-state conformation, the main research direction is thionane dioxide preparation conformation.Application In Synthesis of cis-Cyclohexane-1,2-dicarboxylic acid.

The title compound is conventiently prepared in 80% overall yield by ozonolysis at -78°C of the cycloadduct of SO2 with 1,2-dimethylenecyclohexane. Single-crystal X-ray anal. establishes that the nine-membered ring adopts a twist-chair-chair conformation in which the S and the mid-point of the C(5)-C(6) bond lie on a noncrystallog. C2 axis, but the ring shape differs significantly from that of cyclononane in order to accommodate transannular dipole…dipole interactions.

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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 《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).Recommanded Product: 610-09-3. 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

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Palladium-catalyzed Suzuki coupling synthesis and biological activities of ten new 1,3,4-oxadiazole derivatives, published in 2020-03-31, which mentions a compound: 3326-71-4, Name is 2-Furoic hydrazide, Molecular C5H6N2O2, Safety of 2-Furoic hydrazide.

Ten new 2-phenyl-5-((7-phenylquinolin-4-yl)thio)-1,3,4-oxadiazole derivatives I [R = Ph, 3-pyridyl, 4-methoxyphenyl, etc.] were synthesized and their biol. activities were reported. Dichloroquinoline on sequential reactions with different moieties such as 1,3,4-oxadiazole and phenylboronic acid gave desired target derivatives I with excellent yield. In-vitro antimicrobial activity of the synthesized compounds I was evaluated against Gram-pos. and Gram-neg. bacteria. The synthetic steps involved various bond formations such as C-S and C-C which occurred with the help of nucleophilic substitution reaction. The last synthetic step involved palladium-catalyzed Suzuki coupling reaction to afford C-C bond formation.

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

Name: Methyl tetrahydrofuran-2-carboxylate. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: Methyl tetrahydrofuran-2-carboxylate, is researched, Molecular C6H10O3, CAS is 37443-42-8, about An efficient synthesis of 3,4-dihydropyridone via a tandem olefin isomerization-ring-closing metathesis reaction. Author is Si, Chong; Fales, Kevin R.; Boyer, Robert D.; George Njoroge, F..

Novel 3,4-dihydropyridones were efficiently prepared via a tandem olefin isomerization-ring-closing metathesis reaction catalyzed by the second-generation Grubbs catalyst. The products were further functionalized at the 5-position, providing an interesting structural motif to be evaluated in medicinal chem.

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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 《Application of the cyano ester ring closure to five- and six-membered rings》. Authors are Fuson, Reynold C.; Cole, Wayne.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).Quality Control of cis-Cyclohexane-1,2-dicarboxylic acid. Through the article, more information about this compound (cas:610-09-3) is conveyed.

cf. F. and Kao, C. A. 23, 2424. Et α,α’-dibromopimelate and KCN in absolute EtOH, refluxed for 60 hrs., give 80-8% of Et 1-cyano-1,2-cyclopentanedicarboxylate, b2 126-8°, d420 1.108, nD20 1.4560; hydrolysis with concentrated HCl gives a mixture of trans- and cis-1,2-cyclopentanedicarboxylic acid (Perkins, J. Chem. Soc. 65, 572(1894)). Similarly Et α,α’-dibromosuberate yields 48-55% of Et 1-cyano-1,2-cyclohexanedicarboxylate, b2 129-30°, d420 1.082, nD20 1.4570; hydrolysis with 20% HCl yields a mixture of the 2 1,2-cyclohexanedicarboxylic acids, the trans-isomer being obtained pure (Baeyer, Ann. 258, 213(1890)). Et α,α’-dibromoazelate and Et α,α’-dibromosebacate failed to give detectable quantities of the cyclic CN esters containing 7- or 8-membered rings.

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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 《Hydroformylation of furan compounds in the presence of cobalt catalysts》. Authors are Mistrik, E. J..The article about the compound:Methyl tetrahydrofuran-2-carboxylatecas:37443-42-8,SMILESS:O=C(C1OCCC1)OC).Formula: C6H10O3. Through the article, more information about this compound (cas:37443-42-8) is conveyed.

The hydroformylation of furans, e.g., 2-methylfuran, furfural, Me 2-furanacrylate and Me 2-furancarboxylate, in the presence of Co2(CO)8 and Co2(CO)7(PPh3)2 was studied. In addition to the products of hydroformylation, hydrogenation products were identified. The relative reactivity of the furans was estimated and a reaction mechanism proposed.

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