S-21 News Properties and Exciting Facts About 16859-59-9

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Aromatic hydrazidines 3 have been synthetized by reaction of aromatic orthocarboxylates 4 with tert-butyl carbazate (5) and reaction of the protected hydrazidines 7 with HCl/methanol or HBr/acetic acid.Aliphatic N1-methylhydrazidines 8 have been prepared by methylation of bis (tert-butoxycarbonyl)-hydrazidines 7 and deprotection with HBr/acetic acid.Aromatic N1-methylhydrazidines 8 have been obtained by methylation of N1-methyl(thiohydrazides) 11, reaction of 12 with tert-butyl carbazate (5) and deprotection of 13 with HCl/methanol. — Attempts to remove both protecting groups in N1-alkyl-N2,N4-bis(benzylidene)hydrazidines 16 failed. — Some reactions of 3 and 8 are described.Key Words: Hydrazidines / 1,2,4-Triazines / 1,2,4,5-Tetrazines / 1,2,4,5-Tetrazino<6,1-a>isoindoles / Pyrrolo<1,2-b>1,2,4,5-tetrazines

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1486O – PubChem

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The facile synthesis of 3-methoxy-10,11-dihydro-5H- dibenzo[a,d]cyclohepten-5-one (5) via m-methoxystilbene-2-carboxylic acid (3) was developed for the preparation of the mild acid labile peptide amide linker containing 10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl group for Fmoc (9-Fluorenylmethoxycarbonyl)-solid phase peptide synthesis.

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Benzofuran – Wikipedia,
Benzofuran | C8H1490O – PubChem

9/15 News The Absolute Best Science Experiment for 16859-59-9

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A new route to substituted aromatic lactones and lactams via SMI2-promoted desulfurization is described. Direct replacement of the phenylthio substituent by hydroxyalkylated groups featuring the novel accessible process for the construction of continuous quaternary carbon centers could be accomplished when the same type of reactions was undertaken with carbonyl compounds in the presence of SmI2.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1514O – PubChem

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We describe a two-stage synthesis of heptacyclic structures, isoindolo[1′,2′:2,3]pyrido[3″,2″:4′,5′]-thieno[3′,2′:4,5]pyrimido[1,6-a]benzimidazol-6(10bH)-ones, and intermediates, 5,6-dihydropyrido-[3″,2″:4′,5′]thieno[3′,2′:4,5]pyrimido[1,6-a]benzimidazol-6-yl]benzoic acids, as products from the interaction of 3-amino-2-benzimidazolylthieno[2,3-b]pyridines and ortho-formylbenzoic acids. 5,6-Di-hydropyrido[3″,2″:4′,5′]thieno[3′,2′:4,5]pyrimido[1,6-a]benzimidazol-6-yl]benzoic acids were shown to easily oxidize (aromatize) to the corresponding pyrido[3″,2″:4′,5′]thieno[3′,2′:4,5]pyrimido[1,6-a]-benzimidazol-6-yl]benzoic acids. The molecular and crystal structures of 4-(methoxymethyl)-2-methyl-isoindolo-[1′,2′:2,3]pyrido[3″,2″:4′,5′]thieno[3′,2′:4,5]pyrimido[1,6-a]benzimidazol-6(10bH)-one and 2-[4-(methoxymethyl)-2-methylpyrido[3″,2″:4′,5′]thieno[3′,2′:4,5]pyrimido[1,6-a]benzimidazol-6-yl]-benzoic acid were studied by X-ray crystallography.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1510O – PubChem

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A reaction involving 1-hydrazinophthalazine (hydralazine, 1) designed to give a condensed heterocyclic system in which an eight membered ring is fused to phthalazine was investigated.With phthalaldehydic acid (2) the expected system was obtained.However, it occurs as an easily convertible mixture of ring-chain tautomers.It was found that the course of the reaction depends on the solvent.Thus, 6,7-dihydro-7-hydroxy-12H-phthalazino<2,1-b><2,4>benzodiazocin-12-one (5) and 2-(2-formylbenzoyl)-1-hydrazono-1,2-dihydrophthalazine (6) were the products of the reaction of 1 with 2 in aqueous medium.Upon prolonged standings this mixture converts into 3-(2-carboxyphenyl)-s-triazolo<3,4-a>phthalazine (8).In contrast, the isomeric ring-chain tautomers 2-(1-aminophthalazino)-3-hydroxy-1-oxoisoindole (12) and 1-<2-(2-formylbenzoyl)hydrazino>phthalazine (13) were formed when the reaction was run in ethanol as solvent.

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Benzofuran – Wikipedia,
Benzofuran | C8H1436O – PubChem

Sep 2021 News Extracurricular laboratory:new discovery of 16859-59-9

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The aromathecin or “rosettacin” class of topoisomerase I (top1) inhibitors is effectively a “composite” of the natural products camptothecin and luotonin A and the synthetic indenoisoquinolines. The aromathecins have aroused considerable interest following the isolation and total synthesis of 22-hydroxyacuminatine, a rare cytotoxic natural product containing the 12H-5,11a-diazadibenzo[b,h]fluoren-11-one system. We have developed two novel syntheses of this system and prepared a series of 14-substituted aromathecins as novel antiproliferative topoisomerase I poisons. These inhibitors are proposed to act via an intercalation and “poisoning” mechanism identical to camptothecin and the indenoisoquinolines. Many of these compounds possess greater antiproliferative activity and anti-top 1 activity than the parent unsubstituted compound (rosettacin) and previously synthesized aromathecins, as well as greater top1 inhibitory activity than 22-hydroxyacuminatine. In addition to potentially aiding solubility and localization to the DNA-enzyme complex, nitrogenous substituents located at the 14-position of the aromathecin system have been proposed to project into the major groove of the top1-DNA complex and hydrogen-bond to major-groove amino acids, thereby stabilizing the ternary complex.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1450O – PubChem

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Phthalaldehydic acid 1 is often represented as having two tautomeric forms 1a and 1b. The reaction of phthalaldehydic acid with different aryl amine and heterocyclic aryl hydrazine derivatives afforded different products depending on the reaction conditions such as solvent and temperature.

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Benzofuran – Wikipedia,
Benzofuran | C8H1466O – PubChem

Sep 2021 News Extended knowledge of 16859-59-9

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The oxoisoaporphines 2,3-dihydro-7H-dibenzo[de,h]quinolin-7-one, 2,3-dihydro-5-methoxy-7H-dibenzo [de,h] quinolin-7-one, 5-methoxy-6-hydroxy-2,3-dihydro-7H-dibenzo[de,h]quinolin-7-one, 5,6-dimethoxy-2,3-dihydro-7H-dibenzo[de,h]quinolin-7-one and 5,6-methylenedioxy-2,3-dihydro-7H-dibenzo[de,h]quinolin-7-one were prepared by cyclization of phenylethylaminophthalides with polyphosphoric acid or by treating 1-(2-carboxyphenyl)-3,4-dihydroisoquinoline hydrochloride with sulfuric acid at 0C. The structures were confirmed and 1H and 13C NMR spectra were completely assigned using a combination of one- and two-dimensional NMR techniques. Copyright

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1500O – PubChem

New explortion of 3-Hydroxyisobenzofuran-1(3H)-one

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The invention discloses a stable nitroxyl radical marked yinyin and different quinoline derivatives, and this method for preparing compound and its use in the preparation of antineoplastic. The invention of the compound on the tumor cell strain demonstrates good inhibitory activity, and part of the compound active with the current clinical drug topotecan is, therefore, the compounds of this invention can be used for preparing the anti-tumor drug. (by machine translation)

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Benzofuran – Wikipedia,
Benzofuran | C8H1430O – PubChem

Discovery of 3-Hydroxyisobenzofuran-1(3H)-one

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3-monosubstituted gamma-lactones and 5-mono- or 3,5-disubstituted 2-(5-H)-furanones have been prepared by the reaction of Grignard reagents with lactols.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1446O – PubChem