Extracurricular laboratory: Discover of 4-Nitrobenzoic acid

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In the recent decades, N-heterocycles are widely used as versatile scaffolds for the development of biologically active compounds and considered as one of the privileged structures. Among the various N-heterocycles, benzodiazines, a series of bicyclic heterocycles in which benzene rings are fused with 6-membered heterocycles containing two nitrogens are especially interesting, due to their structural conciseness and usefulness as synthetic intermediates, and suitable physicochemical properties as potential drug candidates and chemical probes. For this reason, a series of synthetic methodologies for benzodiazines has been developed and generally used in organic and medicinal chemistry fields. Interestingly, synthesis of quinazoline, a kind of benzodiazine in which benzene is fused with pyrimidine, has been extensively reviewed, while cinnoline, phthalazine and quinoxaline, benzene fused with pyridazine or pyrazine, have been relatively less investigated. In this review, recent advances in the synthesis of biologically active benzodiazines, benzene ring-fused 6-membered heterocycles with two nitrogen atoms, cinnoline, phthalazine and quinoxaline, will be addressed. In each section, biological activities of various benzodiazines, recently served as novel scaffolds for drug discovery, are briefly summarized for comprehensive understanding of biological and medicinal significance in advance. Moreover, intensive investigation of the synthetic approaches to various benzodiazines such as cinnoline, phthalazine and quinoxaline is followed. It would hopefully be helpful for the readers who have interests in developing novel drug candidates and related useful chemical probes.

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Reference:
Phthalazine – Wikipedia,
,Phthalazine | C8H6N2 – PubChem

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A novel chemiluminescence (CL) system, including the cyclometallated iridium(III) complex {tris[1-(2,6-dimethylphenoxy)-4-(4-chlorophenyl)phthalazine]iridium}, potassium permanganate and oxalic acid, is proposed for the determination of benzenediols. This method is based on the fact that hydroquinone and catechol exhibited an inhibiting effect, while resorcinol exhibited an enhancing effect on CL intensity. The optimum conditions for CL emission were investigated. Under optimal conditions, the detection limits of hydroquinone, catechol and resorcinol were 6.4?x?10-8, 2.7?x?10-9 and 8.1?x?10-7?mol/L, respectively. The method has been successfully applied to the determination of benzenediols in different types of water sample. The luminophors of the CL systems were all identified as the metalligand charge-transfer (MLCT) excited state of the iridium complex. Copyright (c) 2011 John Wiley & Sons, Ltd.

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Reference:
Phthalazine – Wikipedia,
,Phthalazine | C8H6N2 – PubChem

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A highly efficient magnetic CoFe2O4 chitosan sulfonic acid nanoparticle (CoFe2O4-CS-SO3H) was prepared and applied for one-pot, four-component synthesis of 2H-indazolo[2,1-b]phthalazine-triones by condensation of phthalic anhydride, hydrazinium hydroxide, 1,3-cyclohexanedione and aldehydes under solvent-free conditions at 80 degrees C. The magnetic nanocatalyst could be readily recovered by applying an external magnet and recycled several times without significant loss of its catalytic activity.

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Phthalazine – Wikipedia,
,Phthalazine | C8H6N2 – PubChem

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The dynamic chemical diversity of the numerous elements, ions and molecules that constitute the basis of life provides wide challenges and opportunities for research. In an article, author is Zolfigol, Mohammad Ali, once mentioned the application of 62-23-7, Name is 4-Nitrobenzoic acid, molecular formula is C7H5NO4, molecular weight is 167.12, MDL number is MFCD00007352, category is phthalazine. Now introduce a scientific discovery about this category, Formula: https://www.ambeed.com/products/62-23-7.html.

The condensation of aryl aldehydes with dimedone and phthalhydrazide efficiently catalyzed using citric acid as highly efficient and green organocatalyst in excellent yields and short times.

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Product Details of 62-23-7, Reactions catalyzed within inorganic and organic materials and at electrochemical interfaces commonly occur at high coverage and in condensed media, causing turnover rates to depend strongly on interfacial structure and composition. 62-23-7, Name is 4-Nitrobenzoic acid, SMILES is O=C(O)C1=CC=C([N+]([O-])=O)C=C1, belongs to phthalazine compound. In a article, author is Maftei, Dan, introduce new discover of the category.

The X-ray crystal structure of 8-(4-methylbenzoyl)benzo[5,6]isoindolo[1,2-a]phthalazine-9,14-dione, a derivative of fused pyrrolophtalazine heterocycle, is reported. The compound crystallfzes in the monoclinic C2/c space group (no. 15) with a = 23.968(4) angstrom, b = 7.6709(14) angstrom, c = 22.353(3) angstrom, alpha = gamma = 90.00, beta = 110.680(15)degrees, V=3845 angstrom(3) and Z = 7. Molecular and crystal packing parameters for the novel heterocyclic system were obtained from intensity data collected at room temperature. Both the benzo [5,6]isoindolo [1,2-a]phthalazine-9,14-dione and the 4-methyl-benzoyl fragments are planar and oriented at 78 degrees. Crystal packing is based on multiple (strong) pi-pi stacking interactions.

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Phthalazine – Wikipedia,
,Phthalazine | C8H6N2 – PubChem

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Product Details of 62-23-7, Reactions catalyzed within inorganic and organic materials and at electrochemical interfaces commonly occur at high coverage and in condensed media, causing turnover rates to depend strongly on interfacial structure and composition. 62-23-7, Name is 4-Nitrobenzoic acid, SMILES is O=C(O)C1=CC=C([N+]([O-])=O)C=C1, belongs to phthalazine compound. In a article, author is Maftei, Dan, introduce new discover of the category.

The X-ray crystal structure of 8-(4-methylbenzoyl)benzo[5,6]isoindolo[1,2-a]phthalazine-9,14-dione, a derivative of fused pyrrolophtalazine heterocycle, is reported. The compound crystallfzes in the monoclinic C2/c space group (no. 15) with a = 23.968(4) angstrom, b = 7.6709(14) angstrom, c = 22.353(3) angstrom, alpha = gamma = 90.00, beta = 110.680(15)degrees, V=3845 angstrom(3) and Z = 7. Molecular and crystal packing parameters for the novel heterocyclic system were obtained from intensity data collected at room temperature. Both the benzo [5,6]isoindolo [1,2-a]phthalazine-9,14-dione and the 4-methyl-benzoyl fragments are planar and oriented at 78 degrees. Crystal packing is based on multiple (strong) pi-pi stacking interactions.

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Reference:
Phthalazine – Wikipedia,
,Phthalazine | C8H6N2 – PubChem

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Formula: https://www.ambeed.com/products/62-23-7.html, Chemistry graduates have much scope to use their knowledge in a range of research sectors, including roles within chemical engineering, chemical and related industries, healthcare and more. 62-23-7, Name is 4-Nitrobenzoic acid, SMILES is O=C(O)C1=CC=C([N+]([O-])=O)C=C1, belongs to phthalazine compound. In a article, author is Maheshwari, D. P. Loka, introduce new discover of the category.

One-pot, four component syntheses for the preparation of 1-H Pyrazolo[1,2-b]phthalazine-5,10-diones (5a-5h) have been achieved from phthaloyl dichloride (1), hydrazine hydrate (2), benzaldehydes (3) and malononitrile (4a) or ethyl cynoacetate (4b) in molten Tetrabutylammonium Bromide as medium at 100-105 degrees C for 20-30 min by in-situ generation of HCl as a catalyst. These reactions have an easy workup, provide excellent yields, and use TBAB as the reaction medium.

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Reference:
Phthalazine – Wikipedia,
,Phthalazine | C8H6N2 – PubChem

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The prevalence of solvent effects in heterogeneous catalysis in condensed media has motivated developing quantitative kinetic, and theoretical assessments of solvent structures and their interactions with reaction intermediates and transition states. 62-23-7, Name is 4-Nitrobenzoic acid, molecular formula is C7H5NO4, belongs to phthalazine compound. In a document, author is Banerjee, Dipanwita, introduce the new discover, COA of Formula: https://www.ambeed.com/products/62-23-7.html.

The present report articulates a potential and green method for the synthesis of pyrazolo[1,2-b]phthalazine-5,10-dione by one-pot four component reaction involving phthalimide (1), hydrazine hydrate (2), aldehyde (3) and malononitrile (4). Proline has been utilized as organo-catalyst in a mixed solvent of ethanol and water in the ratio of 2:1 at 80 degrees C. The reaction reveals excellent reactivity, functional group tolerance, and quite high yields without using any extreme reaction condition like strong acid or metal catalyst. Eighteen compounds have been synthesised by this method including five new compounds.

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Reference:
Phthalazine – Wikipedia,
,Phthalazine | C8H6N2 – PubChem

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Green synthesis of novel title compounds (6) has been developed from 3-(1,4-dioxo-3,4-dihydrophthalazin-(1H)-yl)-3-oxopropanenitrile (3) and indole-3-aldehyde (4) using Knoevenagel condensation followed by alkylation with alkylating agents. Compound 6 could also be synthesised by alkylation of 4 followed by condensation with 3. In an alternate sequence of reactions, 6 could be synthesised either from treatment of 3 with N,N-dimethylformamide dimethyl acetal to form (E)-3-(dimethlamino)-2-(1,4-dioxo-1,2,3,4-tetrahydrophthalazine-2-carbonyl)acrylonitrile 8 followed by reaction with 10 or by the reaction 8 with 9 followed by alkylation.

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Phthalazine – Wikipedia,
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A highly effective silver-catalyzed formal inverse electron-demand Diets Alder reaction of 1,2-diazines and siloxy alkynes has been developed. The reactions provide ready access to a wide range of siloxy naphthalenes and anthracenes, which are formed in good to high yields, under mild reaction conditions, using low catalyst loadings.

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Reference:
Phthalazine – Wikipedia,
,Phthalazine | C8H6N2 – PubChem