Tag: M.W=250-300

He, Chun-Yang published the artcileSelective thienylation of fluorinated benzothiadiazoles and benzotriazoles for organic photovoltaics, Application In Synthesis of 303734-52-3, the publication is Chemical Science (2014), 5(4), 1317-1321, database is CAplus.

An unprecedented example for the selective and efficient synthesis of an FBT-thiophene structural motif via dual C-H functionalization, catalyzed by palladium, has been developed. Fluorinated benzotriazole is also applicable to the reaction. This protocol provides facile access to unsym. and sym. thienylated FBTs that can be applied in the development of high performance photovoltaics, in particular in bulk heterojunction (BHJ) solar cells.

Chemical Science published new progress about 303734-52-3. 303734-52-3 belongs to bromides-buliding-blocks, auxiliary class Thiophene,Bromide, name is 2-Bromo-3-(2-ethylhexyl)thiophene, and the molecular formula is C12H19BrS, Application In Synthesis of 303734-52-3.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Chen, W. published the artcileSynthesis and antifungal evaluation of 1,2,4-triazolo[1,5-α]pyrimidine bearing 1,2,4-triazole heterocycle derivatives, Computed Properties of 76283-09-5, the publication is Asian Journal of Chemistry (2011), 23(2), 602-608, database is CAplus.

Preparation of 28 new 1,2,4-triazolo[1,5-α]pyrimidine derivatives bearing 1,2,4-triazole heterocycle is reported. Structures were characterized by ¹H NMR spectroscopy, mass spectrometry and elemental analyses. With triadimefon, validamycin and carbendazim as pos. controls, the antifungal activities of 28 compounds against Fusarium oxysporum f. sp. vasinfectum, Gibberella sanbinetti, Cercospora beticola Sacc., Physaclospora piricola and Rhizoctonia solani were evaluated. Compound 2-[(5-(2,6-difluorobenzylthio)-4-phenyl-4H-1,2,4-triazol-3-yl)methylthio]-5,7-dimethyl[1,2,4]triazolo[1,5-α]pyrimidine (I) showed potent antifungal activities against G. sanbinetti, C. beticola, P. piricola and R. solani. On the basis of the biol. results, structure activity relationships of these compounds were also discussed.

Asian Journal of Chemistry published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C7H5Br2F, Computed Properties of 76283-09-5.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Chen, Lin X. published the artcileDynamics of Photoinduced Electron Transfer in a Molecular Donor-Acceptor Quartet, Synthetic Route of 303734-52-3, the publication is Journal of Physical Chemistry B (2006), 110(24), 11730-11738, database is CAplus and MEDLINE.

The electronic structures and dynamics of photoinduced charge separation and recombination in a new donor/acceptor quartet mol. with bis-oligothiophene (BOTH) and bis-perylenediimide (BPDI) blocks attached to a benzene ring were described. Detailed transient spectroscopic studies were carried out on this compound and reference compounds at isolated mol. levels in solution Two different dynamics of charge separation and recombination associated with two types of donor/acceptor pair conformations in solution were observed These results were discussed based on Marcus theory and ascribed to both through-bond and through-space electron-transfer processes associated with two different orientations of the acceptors relative to the donor group. This mol. system exhibits a more efficient charge separation than charge recombination processes in both polar and nonpolar organic solvents, indicating that the material is an interesting candidate for photovoltaic studies in solid state.

Journal of Physical Chemistry B published new progress about 303734-52-3. 303734-52-3 belongs to bromides-buliding-blocks, auxiliary class Thiophene,Bromide, name is 2-Bromo-3-(2-ethylhexyl)thiophene, and the molecular formula is C12H19BrS, Synthetic Route of 303734-52-3.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Cho, Young Shin published the artcileConformational Refinement of Hydroxamate-Based Histone Deacetylase Inhibitors and Exploration of 3-Piperidin-3-ylindole Analogues of Dacinostat (LAQ824), Application of 4-Bromo-1-(bromomethyl)-2-fluorobenzene, the publication is Journal of Medicinal Chemistry (2010), 53(7), 2952-2963, database is CAplus and MEDLINE.

A series of conformationally restrained HDAC inhibitors based on the hydroxamic acid dacinostat (LAQ824) was prepared Several scaffolds with improved biochem. and cellular potency, as well as attenuated hERG inhibition, were identified, suggesting that the introduction of mol. rigidity is a viable strategy to enhance HDAC binding and mitigate hERG liability. Further SAR studies around a 3-piperidin-3-ylindole moiety resulted in the discovery of compound I, for which a unique conformation was speculated to contribute to overcoming increased lipophilicity and attenuating hERG binding. Separation of racemic I afforded its R-enantiomer, which demonstrated improved potency in both enzyme and cellular assays compared to dacinostat.

Journal of Medicinal Chemistry published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C7H5Br2F, Application of 4-Bromo-1-(bromomethyl)-2-fluorobenzene.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

McKenzie, Blayne M. published the artcileMetallo-Responsive Liquid Crystalline Monomers and Polymers, Application In Synthesis of 1036461-93-4, the publication is Chemistry of Materials (2011), 23(15), 3525-3533, database is CAplus.

A series of liquid crystalline ligand-containing monomers with chemo-responsive properties was prepared and studied. These mols. are functionalized derivatives of the 2,6-bisbenzimidazolylpyridine (Bip) ligand. Tailoring the size of the aromatic core and the length of two pairs of alkyl substituents allows the preparation of mesogens with a range of tunable thermal liquid crystalline transitions and phases. The binding of lanthanide- and/or transition metal salts to the ligand containing mesogens results in a transition from a liquid crystalline to an isotropic state. Acyclic diene metathesis of the monomers yielded either oligomers or polymers, dictated by whether the alkene is either terminal or nonterminal, resp. Both oligomers and polymers exhibit enantiotropic liquid crystalline behavior and become isotropic in the presence of metal ions.

Chemistry of Materials published new progress about 1036461-93-4. 1036461-93-4 belongs to bromides-buliding-blocks, auxiliary class Benzenes, name is 4-Bromo-N-butyl-2-nitroaniline, and the molecular formula is C10H13BrN2O2, Application In Synthesis of 1036461-93-4.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Fan, Tian-Yun published the artcileSynthesis and antibacterial evaluation of 13-substituted cycloberberine derivatives as a novel class of anti-MRSA agents, Safety of (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, the publication is European Journal of Medicinal Chemistry (2018), 877-886, database is CAplus and MEDLINE.

A series of new 13-substituted cycloberberine (CBBR) derivatives I [R = H, 2-Me, 4-iso-Pr, 3′,5′-(CF₃)₂, etc.], II (R = 3′-pyridyl, 4′-pyridyl), and III (R = Me, CO₂Me) were prepared and evaluated for their antibacterial activities against Gram-pos. bacteria taking CBBR as the lead. Structure-activity relationship revealed that the introduction of a suitable electron-donating group at the 13-position in CBBR might be beneficial for the antibacterial potency. Among them, compounds I (R = 2-Me) (IV) and III (R = Me) exhibited high potency against methicillin-sensitive (MSSA) and resistant strains of S. aureus (MRSA) with MIC values of 1-4 μg/mL. Both of them also displayed high stabilities in blood, and good in vivo safety profiles with LD₅₀ values of 65.6 and 41.2 mg kg^-1 in i.v. route, resp. Mol. docking anal. indicated that compound IV might target FtsZ protein that could inhibit cell division, with the advantage of activity against multidrug resistant S. aureus. Therefore, we consider 13-substituted CBBR derivatives to be a novel class of anti-MRSA agents worthy of further investigation.

European Journal of Medicinal Chemistry published new progress about 21101-63-3. 21101-63-3 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,sulfides,Benzyl bromide,Benzene, name is (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, and the molecular formula is C8H6BrF3S, Safety of (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Chen, Fengli published the artcileSelective adsorption of C₂H₂ and CO₂ from CH₄ in an isoreticular series of MOF constructed from unsymmetrical diisophthalate linkers and the effect of alkoxy group functionalization on gas adsorption, Application of 1,3-Dibromonaphthalene, the publication is Journal of Materials Chemistry A: Materials for Energy and Sustainability (2018), 6(8), 3471-3478, database is CAplus.

For acetylene production and natural gas purification, development of porous materials exhibiting highly selective C₂H₂/CH₄ and CO₂/CH₄ separations is very important but remains a major challenge. This work used three unsym. diisophthalate ligands to construct an isoreticular series of Cu-based metal-organic frameworks (MOF) exhibiting highly selective adsorption of C₂H₂ and CO₂ from CH₄ under ambient conditions. Gravimetric uptake capacities at 298° K and 1 atm varied from 171.7 to 200.4 cm³ (STP)/g for C₂H₂ and from 104.1 to 115.6 cm³ (STP)/g for CO₂. IAST adsorption selectivity was 27.6-34.5 for an equimolar C₂H₂/CH₄ mixture, and 5.73-7.14 for an equimolar CO₂/CH₄ mixture at 298° K and 1 atm. These values are among the highest reported for MOF constructed from bent diisophthalate ligands under the same conditions. The effect of alkoxy group functionalization on gas adsorption was also examined and showed, that compared to the parent compound, alkoxy group functionalized MOF exhibited a reduced uptake capacity but an improved adsorption selectivity. Results showed the three MOF are promising materials for C₂H₂/CH₄ and CO₂/CH₄ separations, and provided a fundamental understanding of alkoxy group functionalization on gas adsorption properties.

Journal of Materials Chemistry A: Materials for Energy and Sustainability published new progress about 52358-73-3. 52358-73-3 belongs to bromides-buliding-blocks, auxiliary class Bromide,Naphthalene, name is 1,3-Dibromonaphthalene, and the molecular formula is C10H6Br2, Application of 1,3-Dibromonaphthalene.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Xu, Jun published the artcileCopper-catalyzed endo-type trifluoromethylarylation of alkynes, Quality Control of 1997-80-4, the publication is Chemical Communications (Cambridge, United Kingdom) (2014), 50(85), 12915-12918, database is CAplus and MEDLINE.

A new copper-catalyzed trifluoromethylarylation reaction of alkynes has been developed. The transformation represents the first example of endo-type carbotrifluoromethylation of unsaturated carbon-carbon bonds and provides efficient access to a variety of CF₃-substituted dihydronaphthalenes and chromenes.

Chemical Communications (Cambridge, United Kingdom) published new progress about 1997-80-4. 1997-80-4 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Benzene, name is 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, and the molecular formula is C17H18N3NaO3S, Quality Control of 1997-80-4.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Hardy, A. published the artcile7-Nitro-1-naphthylamine. I. Its preparation, halogenation, and diazo coupling; and 1,2,4,7-tetrahalonaphthalenes, Product Details of C10H6Br2, the publication is Journal of the Chemical Society (1956), 1979-84, database is CAplus.

7-Nitro-1-naphthylamine (I), m. 132-3° (from EtOH), was prepared in 38-45% yield by rearrangement of 1,2,3,4-tetrahydro-7-nitro-1-oxonaphthalene oxime acetate (cf. Schroeter, et al., C.A. 24, 4291), in 22% yield by passage of HCl for 2 hrs. through a suspension of 3.6 g. of the oxime phenylcarbamate in 30 cc. EtOH at 90°, in 10% yield by rearrangement of the oxime in tetraphosphoric acid, and in 42 % yield by reduction of 1,7-dinitronaphthalene (cf. Hodgson and Turner, C.A. 37, 6258¹). The first method was considered to be the best. Derivatives of I had the following m.ps.: N-formyl, 218°; N-acetyl (II), 213°; N-(p-toluenesulfonyl), 202°; N-(p-nitrobenzylidene), 210°. I.HCl was unstable in air. Slow passage of Cl into a solution of 1 g. II in 25 cc. HOAc at 50° until l’mole was absorbed gave 50% 1-acetamido-4-chloro-7-nitronaphthalene (III), m. 256° (from HOAc). Refluxing 0.8 g. III 6 hrs. with 10 cc. EtOH and 10 cc. 50% weight/volume aqueous H₂SO₄ gave after basification with aqueous NH₃ 90% 4-chloro-7-nitro-1-naphthylamine (IV), m. 206° (from EtOH). Deamination of IV gave 37% 1-chloro-6-nitronaphthalene, m. 126° (from EtOH). Passage of Cl through 1 g. II in 25 cc. HOAc at 50° until 2 moles were absorbed gave 64% 1-acetamido-2,4-dichloro-7-nitronaphthalene (V), m. 237° (from HOAc). Hydrolysis of V in EtOH-H₂SO₄ 8 hrs. gave 97% 2,4-dichloro-7-nitro-1-naphthylamine (VI), m. 228° (from EtOH). Diazotization of VI and addition of the solution to aqueous NaOAc gave 4-chloro-1-diazo-7-nitro-2-naphthol, m. 175° (decomposition), in quant. yield. VI was converted to 2,4-dichloro-1,7-naphthylenediamine (VII), m. 135-6° (from EtOH), by refluxing 1.0 g. 10 hrs. with 20 cc. H₂O containing 2.5 g. Fe dust and 0.2 g. FeNH₄(SO₄)₂ under CO₂. VII (0.75 g.) in 12 cc. HOAc and 2 cc. H₂SO₄ was diazotized with 0.6 g. NaNO₂ in 4 cc. H₂SO₄, and the mixture added rapidly to 15 cc. MeOH containing 1.75 g. Cu₂O and then to 100 cc. H₂O to give 1,3-dichloronaphthalene. VII was diazotized as above, the solution poured into 6 cc. aqueous HCl containing 0.6 g. CuCl at 60°, and then into 25 cc. H₂O to give 1,2,4,7-tetrachloronaphthalene, m. 143-4° (from EtOH), identical with the 1,2,4,x-tetrachloronaphthalene of Turner and Wynne (C.A. 35 5885⁷). Dropwise addition of 10 g. I in 200 cc. CHCl₃ to 18.5 g. Br in 6 cc. CHCl₃ gave after basification 90% 2,4-dibromo-7-nitro-1-naphthylamine (VIII), m. 237° (from EtOH). Use of 1 mole Br gave the same product. Addition of 0.6 g. VIII in 12 cc. HOAc to 0.2 g. NaNO₂ in 1 cc. H₂SO₄ and after 30 min. to 5 g. NaOAc in 50 cc. H₂O gave 4-bromo-1-diazo-7-nitro-2-naphthol, m. 156.5° (from aqueous dioxane). Reduction of VIII by a method similar to that used for VI gave 51% 2,4-dibromo-1,7-naphthylenediamine (IX), m. 122° (decomposition) (from aqueous EtOH). IX was diazotized and converted to 7% 1,3-dibromonaphthalene, m. 63°. Addition of Br in 10 cc. HOAc to 2 g. II in 10 cc. HOAc containing 0.75 g. NaOAc during 45 min. under reflux and heating 30 min. gave 84% 1-acetamido-4-bromo-7-nitronaphthalene (X), m. 265° (from HOAc). X (2 g.) was refluxed with 10 cc. aqueous H₂SO₄ and 10 cc. EtOH for 3 hrs., and the residue was separated and refluxed again with the hydrolyzing solution 5 hrs. The amine sulfates from the 2 solutions were basified with aqueous NH₃ at 0° to give 92% 4-bromo-7-nitro-1-naphthylamine (XI), m. 197° (from ligroine b. 100-20°). Deamination of XI gave 18% 1-bromo-6-nitronaphthalene, m. 129°. Diazotization of 0.8 g. IX and reaction of the solution with 0.9 g. CuBr in 6 cc. aqueous HBr (50% weight/volume) gave 20% 1,2,4,7-tetrabromonaphthalene, m. 165° (from EtOH). This differed from the tetrabromonaphthalene of Guareschi [Gazz. chim. ital. 16, 146 (1886)], indicating that the latter was the 1,2,4,6-derivative Slow addition of 0.65 g. p-O₂NC₆H₄N₂HSO₄ in 15 cc. H₂O to 0.5 g. I in 15 cc. EtOH containing 0.36 g. NaOAc at 0° gave after 30 min. 88% 7-nitro-4-(p-nitrophenylazo)-1-naphthylamine (XII), purple-black needles, m. 297° (from PhNO₂). XII (0.15 g.) was acetylated by refluxing in 10 cc. AcOH, 2 cc. Ac₂O, and 1 g. NaOAc to give 75% 1-acetamido-7-nitro-4-(p-nitrophenylazo)naphthalene, m. 329-30°. Diazotization of XII and coupling with β-naphthol in aqueous NaOH gave 7-nitro-4-(p-nitrophenylazo)-1-naphthylazo-2-naphthol, violet-black needles, m. 292° (decomposition).

Journal of the Chemical Society published new progress about 52358-73-3. 52358-73-3 belongs to bromides-buliding-blocks, auxiliary class Bromide,Naphthalene, name is 1,3-Dibromonaphthalene, and the molecular formula is C10H6Br2, Product Details of C10H6Br2.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Wu, Shaoxiang published the artcileA highly diastereoselective and enantioselective phase-transfer catalyzed epoxidation of β-trifluoromethyl-β,β-disubstituted enones with H₂O₂, Related Products of bromides-buliding-blocks, the publication is Iranian Journal of Chemistry & Chemical Engineering (2015), 34(4), 13-38, database is CAplus.

An efficient epoxidation of β-CF₃-β,β-disubstituted unsaturated ketones was developed with environmental benign hydrogen peroxide as the oxidant and F₅-substituted chiral quaternary ammonium salt derived from cinchona-alkaloid as the catalyst. Using 3 mol% of the catalyst, both enantiomers of (R,R) and (S,S) β-trifluoromethyl-α,β-epoxy ketones were obtained in excellent diastereoselectivities (up to 100:1 d.r.) and enantioselectivities (up to 99.7% ee). The effects of catalyst structure, catalyst loading, substrate structure, the nature of oxidant, and reaction conditions on the catalyst capacities were discussed in full length. The reaction mechanism was proposed to explain the origin of chiral induction. By subsequent reduction with zinc the epoxides were exhibited to be converted into trifluoromethylated quaternary alcs. without any loss in enantioselectivities. All new compounds were fully characterized by IR, NMR, elemental anal. and or high resolution mass spectrum.

Iranian Journal of Chemistry & Chemical Engineering published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C10H10CoF6P, Related Products of bromides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary