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The present invention discloses a micro-channel aurar handkerchief nepal modular reaction device for the continuous production of the intermediates, including 3 – hydroxy isobenzofuran – 1 (3 H) – ketone and dimethyl methylene chloride solution of dichloromethane solution in the micro-reactor in the 1st reaction, liquid obtained by (3 – oxo – 1, 3 – ISO-benzofuran – 1 – yl) dimethyl phosphate effluent; then with 2 – fluoro – 5 – formyl phenyl nitrile dichloromethane solution of triethylamine in methylene chloride solution and 2nd micro-reactor to react to generate 2 – fluoro – 5 – (3 – oxo – 3 H – isobenzofuran – 1 – yl methylene) reaction of the nitrile; finally the reaction liquid with the ethanol solution of sodium hydroxide is obtained by stirring with hydrazine hydrate of homogeneous mixed solution in the micro-reactor in the 3rd reaction, processing effluent to obtain the aurar handkerchief nepal intermediate 2 – fluoro – 5 – [(4 – oxo – 3, 4 – dihydrodi diazonaphthalene – 1 – yl) methyl] benzoic acid. (by machine translation)

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Benzofuran – Wikipedia,
Benzofuran | C8H1427O – PubChem

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Ring chain tautomerism with slow interconversion (compared with the NMR timescale) was observed in solutions of 2-(2,2-dicyano-1-methylethenyl)benzoic acid (3e), obtained by Knoevenagel condensation of 2-acetylbenzoic acid with malononitrile, forming the ring tautomer 3-dicyanomethyl-3-methylphthalide (4e) in admixture with 3e. Similar condensations of 2-formylbenzoic acid with methyl cyanoacetate or malononitrile give 2-(2-cyano-2-methoxycarbonyl-ethenyl)benzoic acid (3b) and 2-(2,2-dicyanoethenyl)benzoic acid (3d), respectively, which in solution also exhibit the same tautomerism to give the ring tautomers, 3-(cyanomethoxycarbonylmethyl)phthalide (4b) and 3-(dicyanomethyl)phthalide (4d), respectively. Condensation of 2-formylbenzoic acid with dimethyl malonate gave only the ring compound, 3-(dimethoxycarbonylmethyl)-phthalide (4a). Attempts to synthezise 2-(2-cyano-2-methoxycarbonyl-1-methylethenyl)benzoic acid (3c) by methylation of the trimethyl silylester of 3b with diazomethane led to the ring form of 3c, viz. 3-cyanomethoxycarbonylmethyl-3-methylphthalide (4c) as an equimolar mixture of two diastereomers. No tautomerism was observed when the benzene ring was replaced by a thiophene ring (7a, 7b and 8) or an aliphatic double bond (9). Solid state spectra (IR and NMR) indicated that all compounds carrying two cyano groups at the double bond, except the aliphatic compound 9, were in the open-chain form, while all the others were in the ring form. Equilibrium studies for compound (3e?4e) indicated increased stability for the chain form 4e with increasing solvent polarity. Determination of the free energy change, DeltaG, and of the free energy of activation, DeltaG?, for the tautomerization in deuteriochloroform (using 1H NMR spectroscopy) indicated that, in this solvent, a concerted process from the starting material 3e to the anion of 4e is taking place. It is also postulated that a similar reaction path is followed in the other solvents used in this investigation, all belonging to the solvent class ‘protophobic dipolar aprotic solvents’. Acta Chemica Scandinavica 1998.

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Benzofuran | C8H1469O – PubChem

Properties and Exciting Facts About 3-Hydroxyisobenzofuran-1(3H)-one

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In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 16859-59-9, name is 3-Hydroxyisobenzofuran-1(3H)-one, introducing its new discovery. Product Details of 16859-59-9

Several methods have been used in the preparation of functionalized hydroxyphthalides.Metalation of N,N-diethyl-3-methoxybenzamide, followed by reaction with dimethylformamide and hydrolysis, furnished 3-hydroxy-4-methoxy-1(3H)-isobenzofuranone in 52percent yield.Reaction of the metalation product of m-fluorobenzaldehyde dimethyl acetal with carbon dioxide, followed by hydrolysis, gave 3-hydroxy-7-fluoro-1(3H)-isobenzofuranone in 86percent yield.Especially noteworthy is the excellent metalation result with fluorine as a directing group.However, metalation of 2,5-dimethoxybenzaldehyde dimethyl acetal followed by reaction with carbon dioxide gave 2,5-dimethoxy-4-formylbenzonic acid (62percent), not the corresponding hydroxyphthalide.The key step in the preparation of the remaining hydroxyphthalides was the Diels-Alder reaction of methyl 4,4-diethoxybutynoate with 1,3- and 1,4-cyclohexadienes, followed by in situ aromatization with loss of ethylene.Hydrolysis of the resulting products furnished functionalized hydroxyphthalides in good yields.Conversion of the above hydroxyphthalides to their corresponding 3-cyano-1(3H)-isobenzofuranones could not be conveniently effected by literature procedures.However, a unique procedure for cyclization of the corresponding cyanohydrins using oxalyl chloride and dimethylformamide did lead to a good preparation of the above mentioned systems.

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Ring-chain tautomerism. Part 10 +. The reaction of oxocarboxylic acids with diazodiphenylmethane

The rate coefficients for the esterification of a series of oxocarboxylic acids with diazodiphenylmethane have been determined in ethanol or 2-methoxyethanol at 30.0C. These and the rates of reaction with model compounds have been used to estimate the equilibrium constants for ring-chain tautomerism for the oxocarboxylic acids.

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Benzofuran – Wikipedia,
Benzofuran | C8H1444O – PubChem

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Anhydrides of Arylfuran and Arylpyran Pseudoacids: Formation and Structures; C?O Bond Lengths Trends in Pseudo o-Formylbenzoic Acid Derivatives

Abstract: Three methods for producing anhydrides of arylfuran and arylpyran pseudoacids were explored. These included thermal dehydration, phosgene or thionly chloride activation and decomposition, and dicyclohexylcarbodiimide activation and coupling. Derivatives of the cyclic forms of o-formylbenzoic acid, o-acetylbenzoic acid, 2-carboxyphenylacetaldehyde and of 4,4-dimethyl-3,4-dihydro-3-hydroxy-[1H]-isobenzopyran-1-one were formed including dipseudoanhydides and normal-pseudo anhydrides. Crystal and molecular structures for meso and (R,R/S,S)-bis(1[3H]-isobenzofuranone-3-yl)ether, (R,R/S,S)-bis(3-methyl-1[3H]-isobenzofuranone-3yl)ether, meso (3,4-dihydro-[1H]-isobenzopyran-1-one-3-yl)ether, 3-benzoyloxy-1[3H]-isobenzofuranone, 3-benzoyloxy-3-methyl-1[3H]isobenzofuranone, 3-(4?-nitrobenzoyloxy)-4,4-dimethyl-3,4-dihydro-[1H]-isobenzopyran-1-one, and (1[3H]-isobenzofuranone-3-yl)(4,4,dimethyl-3,4-dihydro-[1H]-isobenzopyran-1-one-3-yl)ether are reported. Endocyclic pseudoacyl C?O bonds are always longer than the exocyclic pseudoacyl C?O bonds. It is possible to refine the previously established C?O bond length dependencies on the pKa (of the conjugate acids) of the leaving groups for 3-substituted 1-[3H]-isobenzofuranones. Of six dipseudoanhydrides studied, conformations are found with exocyclic C?O(ether) linkages synclinal to the endocyclic C?O and away from the ring (exo conformation) in two meso structures, two of three RR/SS forms and in a chiral unsymmetrical form. An endo conformation is observed in one of the RR/SS forms. In three normal-pseudo anhydrides, both endo and exo conformations are observed. Graphic Abstract: Synthetic methods for formation of anhydrides of several arylfuran and arylpyran pseudoacids are described, and the pseudoacyl C?O bond length trends are determined for leaving groups spanning over 30 pKa units.[Figure not available: see fulltext.]

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Regioselective Pd-catalyzed aerobic aza-Wacker cyclization for preparation of isoindolinones and isoquinolin-1(2 H)-ones

A switchable regioselective intramolecular aerobic aza-Wacker cyclization catalyzed by palladium is presented. Isoindolinones or isoquinolin-1(2H)-ones could be prepared selectively from the same substrates using different catalysts. The type and steric hindrance of the ligands may be the variables most significant for regiocontrol.

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DARSTELLUNG UND REAKTIONEN VON 1,3-BIS-(TRIMETHYLSILOXY)-ISOBENZOFURANEN

1,3-Bis-(trimethylsiloxy)-isobenzofuran (2a) can be prepared from dihydro phthalic anhydride.It is not stable under the reaction conditions but can be trapped with dienophiles.The tetraphenyl derivative 2b showed to be more stable towards protonation.

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Regiospecific synthesis of isopestacin, a naturally occurring isobenzofuranone antioxidant

A DBU promoted aldol cyclocondensation of hydroxyisobenzofuranone 15 with cyclohexane-1,3-dione, followed by aromatization has resulted in the first short synthesis of isopestacin (1).

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Model benzene peptide derivative and its preparation method and application (by machine translation)

The invention discloses a novel benzene peptide derivatives, the benzene peptide derivatives of the general formula is shown as formula I: Wherein R is: . The invention also relates to the preparation process of the derivative and application. The derivative of the invention has excellent activity, friendly characteristic of the environment, and for the plant pathogenic fungi provides a new selection. The invention relates to synthetic method is easy to operate, cheap price of raw materials, the yield is high, cost advantage of having very good. (by machine translation)

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