Month: November 2022

dos Santos Filho, Jose Mauricio published the artcileStereoselective, solvent free, highly efficient synthesis of aldo- and keto-N-acylhydrazones applying grindstone chemistry, Name: 4-Iodobenzohydrazide, the publication is Green Chemistry (2017), 19(9), 2212-2224, database is CAplus.

A mild and efficient synthesis of N-acylhydrazones, e.g., I has been developed by applying a simple grindstone procedure leading to a library of 51 examples exhibiting a broad variety of structural features, 21 of them described for the first time in this paper. This methodol. works without any organic solvent under the catalysis of acetic acid at room temperature, promotes the formation of essentially pure crude products, and avoids tedious work-up and the use of harmful solvents, as well as energy consumption. In addition, it leads to the stereoselective formation of N-acylhydrazones, as supported by NMR anal.

Green Chemistry published new progress about 39115-95-2. 39115-95-2 belongs to iodides-buliding-blocks, auxiliary class Iodide,Hydrazine,Amine,Benzene,Hydrazide,Amide, name is 4-Iodobenzohydrazide, and the molecular formula is C7H7IN2O, Name: 4-Iodobenzohydrazide.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

McBee, E. T. published the artcileSome dihalo(trifluoromethyl)benzenes, Application of 5-Bromo-2-iodobenzotrifluoride, the publication is Journal of the American Chemical Society (1951), 3932-4, database is CAplus.

cf. C.A. 44, 10671a; 45, 5638h. o-BrC₆H₄CF₃ (I) (75 g.) and 37 cc. concentrated H₂SO₄ at 15° treated dropwise with 24 cc. concentrated H₂SO₄ and 15 cc. 15% fuming HNO₃ (the temperature kept below 25°), the mixture stirred 1.5 hrs., poured on ice, the organic layer in Et₂O washed with dilute Na₂CO₃ and water, the Et₂O evaporated, and the oil distilled yielded 18 g. I and 67 g. 2-bromo-5-nitro-1-(trifluoromethyl)benzene (II), b_2.5-3 87-8°, large, white crystals from aqueous EtOH, m. 46-8°. II on hydrolysis yielded 2-bromo-5-nitrobenzoic acid, white needles, m. 181-2°; anilide, yellow needles, m. 168-9°. II (19.6 g.) in 40 cc. EtOH added to 45 g. SnCl₂.H₂O and 35 cc. concentrated HCl in 80 cc. EtOH at 40° (the temperature kept at 40-50°), the mixture let cool to room temperature, poured into excess concentrated NaOH, the product isolated by steam distillation, the layers of the distillate extracted with Et₂O, and the combined extracts evaporated in vacuo yielded 17 g. 4-bromo-3-(trifluoromethyl)aniline (III), large, white prisms from petr. ether or aqueous EtOH, m. 55-6°. Br (115 g.) in 100 cc. AcOH added dropwise to 140 g. m-F₃CC₆H₄NHAc, 400 cc. AcOH, and 300 cc. water at 60° during 3 hrs., and the mixture poured on ice and extracted with Et₂O yielded 165 g. crude material, 55 g. of which, refluxed with 55 g. concentrated HCl and 60 cc. EtOH, the cooled mixture treated with excess NaOH, and the organic phase extracted with Et₂O yielded 22 g. m-F₃CC₆H₄NH₂, b_7.5 70-1°, and 6 g. III [di-Ac derivative, m. 112-13.5° (from aqueous EtOH)]. III.HBr (from 4.46 g. III and 9 cc. 48% HBr in 20 cc. water cooled to 0°) treated with 10 g. ice, then 1.5 g. NaNO₂ in 10 cc. water in 1 portion, the mixture stirred 1 hr. at 0°, a small amount of Cu added, and the mixture slowly warmed to 60° and steam-distilled yielded 4.6 g. 2,5-dibromo-1-(trifluoromethyl)benzene (IV), m. 49-50° (from aqueous EtOH) (extremely volatile). III (9.3 g.), 9.6 cc. concentrated H₂SO₄, and 43 cc. water cooled to 0° (III.H₂SO₄ precipitated), 2.95 g. NaNO₂ in 20 cc. water added during 1 hr. (temperature at 0-2°), the mixture stirred several min., a saturated solution of 9.3 g. KI containing a trace of Cu bronze added, the mixture let warm to room temperature, stirred 1 hr., refluxed 1 hr., steam-distilled, and the distillate decolorized with bisulfite and cooled yielded 10.5 g. 2-bromo-5-iodo-1-(trifluoromethyl)benzene, white needles from water, m. 78-80°. m-BrC₆H₄CF₃ (120 g.) nitrated by the method of Finger and Reed (C.A. 39, 504.9) gave 127 g. oil, b₅ 99-100°, n_D²⁰ 1.5202, which on chilling to 0° yielded 55 g. 5-bromo-2-nitro-1-(trifluoromethyl)benzene (V), faintly yellow crystals from petr. ether, m. 40-44°. V reduced with SnCl₂ yielded 84% 4-bromo-2-(trifluoromethyl)aniline (VI), b₁ 60.7-62°, n_D²⁰ 1.5327, converted in 51% yield by a Gattermann reaction similar to that above, into 2,5-Br₂C₆H₃CF₃ and into 41% 5-bromo-2-iodo-1-(trifluoromethyl)benzene (VII), m. 77-8° (from aqueous EtOH). The Grignard reagent from 35 g. VII treated with CO₂ yielded 15.6 g. 4-bromo-2-(trifluoromethyl)benzoic acid, m. 124-5° (from aqueous EtOH). VI (23.5 g.) with NaNO₂ yielded 14.5 g. 4,4′-dibromo-2,2′-bis(trifluoromethyl)-1,1′-diazoaminobenzene, m. 139-40° (from petr. ether).

Journal of the American Chemical Society published new progress about 364-12-5. 364-12-5 belongs to iodides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Iodide,Benzene, name is 5-Bromo-2-iodobenzotrifluoride, and the molecular formula is C7H3BrF3I, Application of 5-Bromo-2-iodobenzotrifluoride.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Kusche, Brian R. published the artcileNonactin biosynthesis: Setting limits on what can be achieved with precursor-directed biosynthesis, Product Details of C5H9IO2, the publication is Bioorganic & Medicinal Chemistry Letters (2009), 19(4), 1233-1235, database is CAplus and MEDLINE.

Nonactin, produced by Streptomyces griseus ETH A7796, is a macrotetrolide assembled from nonactic acid. It is an effective inhibitor of drug efflux in multidrug resistant erythroleukemia K562 cells at sub-toxic concentrations and has been shown to possess both antibacterial and antitumor activity. As total synthesis is impractical for the generation of nonactin analogs the authors have studied precursor-directed biosynthesis as an alternative as it is known that nonactic acid can serve as a nonactin precursor in vivo. To determine the scope of the approach the authors prepared and evaluated a furan-based nonactic acid derivative, (I). Although no new nonactin analogs were detected when (I) was administered to S. griseus fermentative cultures, a significant inhibition of nonactin biosynthesis was noted (IC₅₀ âˆ?100 μM). Cell mass, nonactic acid production and the generation of other secondary metabolites in the culture were unaffected by (I) demonstrating that (I) selectively inhibited the assembly of nonactin from nonactic acid. While the authors were unable to generate new nonactin analogs the authors have discovered, however, a useful inhibitor that can be used to probe the mechanism of nonactin assembly with the ultimate goal of developing more successful precursor-directed biosynthesis transformations.

Bioorganic & Medicinal Chemistry Letters published new progress about 31253-08-4. 31253-08-4 belongs to iodides-buliding-blocks, auxiliary class Iodide,Ester, name is Ethyl 2-Iodopropionate, and the molecular formula is C5H9IO2, Product Details of C5H9IO2.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Popov, Alexander I. published the artcileStudies on the chemistry of halogens and polyhalides. X. The reactions of iodine monochloride with pyridine and 2,2′-bipyridine, Application of Pyridine Iodochloride complex, the publication is Journal of the American Chemical Society (1957), 570-2, database is CAplus.

cf. C.A. 51, 4191i. The preparation and isolation of addition compounds of pyridine and of 2,2′-bipyridine (bp) and ICl and with HICl₂ is described. Absorption spectra of these compounds in acetonitrile solutions were determined Complexes of both 2,2′-bipyridine and the pyridine with ICl dissociate according to bpI.2ICl â‡?bpI⁺ + ICl₂^– and 2pyICl â‡?py₂I⁺ + ICl₂^–. 15 references.

Journal of the American Chemical Society published new progress about 6443-90-9. 6443-90-9 belongs to iodides-buliding-blocks, auxiliary class Pyridines, name is Pyridine Iodochloride complex, and the molecular formula is C5H5ClIN, Application of Pyridine Iodochloride complex.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Stahl, Egon published the artcileThin layer chromatography. XII. Separation and specific detection of organic iodine compounds such as x-ray contrast materials and tyrosine derivatives, Category: iodides-buliding-blocks, the publication is Fresenius’ Zeitschrift fuer Analytische Chemie (1964), 200(5), 377-85, database is CAplus.

cf. CA 58, 12369f. Mixtures of I-containing x-ray contrast compounds are separated by thin layer chromatography on silica gel-starch using either acidic or basic eluents. The spots are detected via I release by short wavelength ultraviolet light and appearance of the blue starch-I complex. As little as 0.1 γ I can be detected.

Fresenius’ Zeitschrift fuer Analytische Chemie published new progress about 101-29-1. 101-29-1 belongs to iodides-buliding-blocks, auxiliary class Pyridine,Iodide,Carboxylic acid,Ketone, name is 2-(3,5-Diiodo-4-oxopyridin-1(4H)-yl)acetic acid, and the molecular formula is C7H8BNO4, Category: iodides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Milovanovic, Vesna M. published the artcileGreen synthesis of benzamide-dioxoisoindoline derivatives and assessment of their radical scavenging activity – Experimental and theoretical approach, Application of 4-Iodobenzohydrazide, the publication is Tetrahedron (2020), 76(38), 131456, database is CAplus.

A series of benzamide-dioxoisoindoline derivatives I (Ar = Ph, 4-HOC₆H₄, 4-IC₆H₄, etc.) was obtained, starting from phthalic anhydride and different benzoyl hydrazides, by ultrasound irradiation in water as solvent and without any catalyst. Five obtained compounds have been reported in this study for the first time and crystal structure of compound I (3,4,5-MeOC₆H₂) was determined All compounds were subjected to exptl. determination of their antioxidative potential. DPPH test revealed that newly synthesized phenolic compounds I (Ar = 2,3-HOC₆H₃, 3,4-HOC₆H₃, 3,4,5-HOC₆H₂) are the best antioxidants. Addnl., probable radical scavenging pathway was analyzed for reactions of the most active compounds and some radicals that can be found in living cells.

Tetrahedron published new progress about 39115-95-2. 39115-95-2 belongs to iodides-buliding-blocks, auxiliary class Iodide,Hydrazine,Amine,Benzene,Hydrazide,Amide, name is 4-Iodobenzohydrazide, and the molecular formula is C7H7IN2O, Application of 4-Iodobenzohydrazide.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Milovanovic, Vesna published the artcileStructural characterization of benzoyl-1H-pyrazole derivatives obtained in lemon juice medium: Experimental and theoretical approach, HPLC of Formula: 39115-95-2, the publication is Journal of Molecular Structure (2019), 85-94, database is CAplus.

Simple, one-pot and low-cost reactions of acetylacetone with a variety of substituted benzoyl hydrazides in lemon juice, as eco-friendly medium, were performed. In reactions of benzoyl hydrazides with electron-donating groups on Ph ring, the 1-benzoyl-1H-pyrazole derivatives were obtained in short reaction time and in good to high yields. On the other hand, benzoyl hydrazides with electron-withdrawing groups reacted slower, yielding the mixture of 1-benzoyl-5-hydroxy-4,5-dihydro-1H-pyrazole and benzoyl-1H-pyrazole derivatives It is worth pointing out that two products, (2-chlorophenyl)(4,5-dihydro-5-hydroxy-3,5-dimethylpyrazol-1-yl)methanone and (4-iodophenyl)(3,5-dimethyl-1H-pyrazol-1-yl)methanone were reported for the first time. All obtained compounds were characterized using IR, UV-Vis and NMR, exptl. and theor., as well as with m.ps. Good agreement between exptl. and simulated IR, UV-Vis, ¹H and ¹³C NMR spectra was achieved. In addition, crystal structures and Hirshfeld surfaces anal. of (4,5-dihydro-5-hydroxy-3,5-dimethylpyrazol-1-yl)(4-iodophenyl)methanone were reported.

Journal of Molecular Structure published new progress about 39115-95-2. 39115-95-2 belongs to iodides-buliding-blocks, auxiliary class Iodide,Hydrazine,Amine,Benzene,Hydrazide,Amide, name is 4-Iodobenzohydrazide, and the molecular formula is C7H7IN2O, HPLC of Formula: 39115-95-2.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Yarwood, J. published the artcileFar-infrared intensity studies of complexes of some pyridine bases with iodine monochloride, Safety of Pyridine Iodochloride complex, the publication is Journal of the American Chemical Society (1968), 90(15), 3930-9, database is CAplus.

Studies are reported of the far-ir spectra of complexes of ICl with pyridine, 3-picoline, and 2,6-lutidine. The frequencies and the intensities are given for both the I-Cl stretching vibration (�90 cm.-1) and the N-I stretching vibration (115-140 cm.-1) measured for complexes dissolved in benzene. The measurements were made with a Beckman IR-11 far-ir spectrometer, with polyethylene cells. Exptl. techniques for intensity measurements in this region of the spectrum are discussed. Attempts to obtain normal coordinates are described. Some interpretation is given of these results in terms of the theory presented by Friedrich and Person. 27 references.

Journal of the American Chemical Society published new progress about 6443-90-9. 6443-90-9 belongs to iodides-buliding-blocks, auxiliary class Pyridines, name is Pyridine Iodochloride complex, and the molecular formula is C28H29NO4, Safety of Pyridine Iodochloride complex.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Galan, Elena published the artcileSynthesis of 1,2-biphenylethane based single-molecule diodes, COA of Formula: C7H3BrF3I, the publication is Organic & Biomolecular Chemistry (2016), 14(8), 2439-2443, database is CAplus and MEDLINE.

We have described the synthesis of novel biphenylethane-based wires for mol. electronics. Exceptional single-mol. diode behavior was predicted for unsym. substituted biphenylethane derivatives, synthesized here using the so far unexplored unsym. substituted 1,2-bis(4-bromophenyl)ethanes as key intermediates, which were obtained from the corresponding tolane precursor by selective hydrogenation.

Organic & Biomolecular Chemistry published new progress about 364-12-5. 364-12-5 belongs to iodides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Iodide,Benzene, name is 5-Bromo-2-iodobenzotrifluoride, and the molecular formula is C7H3BrF3I, COA of Formula: C7H3BrF3I.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Chen, Xiuli published the artcileNovel mitochondria-targeted and fluorescent DNA alkylation agents with highly selective activity against cancer cells, Quality Control of 606-55-3, the publication is Dyes and Pigments (2019), 107610, database is CAplus.

A series of novel nitrogen mustard-based fluorescent compounds were reported with good mitochondrial targeting ability and DNA alkylation activity. The results indicated that these compounds can be used directly as reporting and imaging agents for gel electrophoresis and flow cytometry without the necessity of addnl. fluorescent tagging agents. Notably, the compound CXL92 displayed highly selective activity against lung cancer cell line A549 with an IC₅₀ value of 0.32 μM compared to normal cell (LO2).

Dyes and Pigments published new progress about 606-55-3. 606-55-3 belongs to iodides-buliding-blocks, auxiliary class Quinoline,Salt, name is 1-Ethyl-2-methylquinolin-1-ium iodide, and the molecular formula is C12H14IN, Quality Control of 606-55-3.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com