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Synthesis of diheteroaryl sulfides via chemoselective reaction of 4,6-diaminopyrimidine-2(1H)-thione with haloheteroaryl compounds

[Figure not available: see fulltext.] A series of substituted diheteroaryl sulfides was synthesized by the reaction of 4,6-diaminopyrimidine-2(1H)-thione with fluoro- and chloroheteroaromatic compounds in the presence of Na2CO3 in acetonitrile under reflux conditions. Our study indicated that 4,6-diaminopyrimidine-2(1H)-thione reacts with fluoro- and chloroheteroaromatic compounds chemoselectively as S- rather than N-nucleophile. The structures of the synthesized compounds were confirmed by IR, 1H, 19F, and 13C NMR spectroscopy, as well as elemental analysis and X-ray structural analysis.

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Synthesis, antimicrobial evaluation of some new 1, 3, 4-thiadiazoles and 1, 3, 4-thiadiazines

Background: 1, 3, 4-thiadiazoles, 1, 3, 4-thiadiazines and thienopyrimidines have newly attracted attention due to their forceful pharmacological activities. They showed antimicrobial, antiviral, analgesic and anti-inflammatory properties. Objective: The aim of this research is to synthesize new thiadiazolothienopyrimidines (2-10), thienopyrimidothiadiazines (11-15), quinoxaline-thienopyrimidinones (16) and thienopyrimido- thiadiazinoquinoxalinones (17) via effectual high yield procedure for assessing their antimicrobial activity. Method: A series of new 1, 3, 4-thiadiazolothienopyrimidines, thienopyrimidothiadiazines and thienopyrimidothiadiazinoquinoxalinones was prepared from 6-acetyl-3-amino-5-methyl-2-thioxo-2, 3-dihydrothieno [2, 3-d] pyrimidin-4(1H)-one (1) as the beginning material. Results: The 1, 3, 4-thiadiazoles, 1, 3, 4-thiadiazines derivatives (1-17) were synthesized in adequate to good yields (60-85%) in a stepwise effectual procedure under condition. The chemical structures of these new compounds were confirmed via many spectroscopic techniques as UV, IR, NMR, mass spectra and elemental analysis. In vitro, antimicrobial was evaluated for the synthesized compounds using minimal inhibitory concentration of these compounds against bacteria and fungi. Conclusion: The 1, 3, 4-thiadiazole and 1, 3, 4-thiadiazine derivatives (15-17) exhibited higher antimicrobial activity (Gram-positive, Gram-negative bacteria and fungi) compared with the standard antibiotic drugs; Levofloxacin (Tavanic) and Nystatin.

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Compound and application thereof (by machine translation)

The invention discloses a compound (1) of the formula (4) through : In-flight :X1 -X8 Heteroaryl C, CH independently selected from the group N;Ar or C6 – C30 of aryl or C3 – C30 selected from ;R, respectively. 1 -R3 Heteroaryl: selected from the group, C1 – C10 hydrogen, C6 – C30 alkyl, C3 – C30 aryl ;R1 -R3 A ring, or R may be connected between two adjacent two. 1 -R3 When integers ;a and c, each independently of which the aryl or heteroaryl 0 – 4 of, b is fused to a ring 0 – 3 and ;A, B of an integer C is, C6 – C30, are each independently selected as a light emitting material in C3 – C30 device . the compound of the present invention exhibits excellent device performance and stability OLED. while protecting the organic electroluminescent device . employing the above-described general formula compound. (by machine translation)

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Synthesis of heterocyclic compounds via nucleophilic aroylation catalyzed by imidazolidenyl carbene

Xanthones and acridones were synthesized from 3,4-difluoronitrobenzene and 2-fluorobenzaldehydes in two or three steps. The key step was nucleophilic aroylation catalyzed by imidazolidenyl carbene. The nucleophilic aroylation of 3,4-difluoronitrobenzene afforded 2,2-difluoro-4-nitrobenzophenones. The cyclization of the difluorobenzophenones with O-nucleophile and N-nucleophile yielded 3-nitroxanthones and 3-nitroacridones, respectively. Indazole, quinolino[2,3-b]quinoxaline, and thianaphtho[2,3-b]quinoxaline derivatives were also synthesized via nucleophilic aroylation of 2,3-dichloroquinoxaline followed by cyclization with nucleophiles.

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Functionalized and Partially or Differentially Bridged Resorcin[4]arene Cavitands: Synthesis and Solid-State Structures

We report the synthesis and structural characterization of modified Cram-type, resorcin[4]arene-based cavitands. Two main loci on the cavitand backbone were selected for structural modification: the upper part (wall domain) and the lower part (legs). Synthesis of unsymmetrically bridged cavitands with different wall components (i.e., 7, 8, and 14-18) was performed by stepwise bridging of the four couples of neighboring, H-bonded OH-groups of octol la (Schemes 1, 2, 4, and 5). Cavitands with modified legs (i.e., 20, 24, 27, and 28), targeted for surface immobilization, were synthesized by short routes starting from suitable aldehyde starting materials incorporating either the fully preformed leg moieties or functional precursors to the final legs (Schemes 7-10). The new cavitand substitution patterns described in this paper should enable the construction of a wide variety of functional architectures in the future. X-Ray crystallography afforded the characterization of cavitands 2c (Fig. 3) and 24 (Fig. 7) in the vase conformation, with 2c featuring a well-ordered CH2Cl2 guest molecule in its cavity. A particular highlight is the X-ray crystal-structure determination of octanitro derivative 19 (Scheme 6), which, for the first time, shows a cavitand, lacking substituents in the ortho-position to the two O-atoms of the four resorcinol moieties, in the kite-conformation (Fig. 5).

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Regioselective 6-endo-dig iodocyclization: An accessible approach for iodo-benzo [a] phenazines

A facile approach for the synthesis of substituted iodo-benzo[a]phenazines from 2-aryl-3-(aryl/alkylethynyl)quinoxalines via 6-endo-dig ring closure has been described under mild reaction conditions. Iodocyclization proceeds through the iodonium ion intermediate followed by nucleophilic cyclization with the C-H bond of the arene. Furthermore, the resulting 6-iodo-5-aryl/alkyl benzo[a]phenazine derivatives allowed for structural diversification by employing various coupling reactions. The structure of iodo-benzo[a]phenazine was confirmed by X-ray crystallographic studies of the compound.

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More research is needed about 2,3-Dichloroquinoxaline

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Herbicidal quinoxaline carboxylic acid derivatives

The invention concerns novel compounds of the formula I STR1 The compounds are herbicides and in further embodiments the invention provides processes for the preparation of compounds of formula I, intermediates useful in the preparation of compounds of formula I, herbicidal composition containing as active ingredient a compound of formula I, and processes for severely damaging or killing unwanted plants by applying to the plants or to the growth medium of the plants an effective amount of a compound of formula I.

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Synthesis, structure elucidation and antibacterial evaluation of new steroidal -5-en-7-thiazoloquinoxaline derivatives

Some heterocyclic systems namely cholest-5-en-7-thiazolo[4,5-b]quinoxaline-2-yl-hydrazone] were synthesized by the reaction of cholest-5-en-7-one-thiosemicarbazone with 2,3-dichloroquinoxaline at 80 C in high yield. The thiosemicarbazone derivatives were obtained by the condensation of the thiosemicarbazide with steroidal ketones. All the compounds have been characterized by means of elemental analyses, IR, 1H NMR and mass spectroscopic data. The in vitro antibacterial activity was evaluated by disk diffusion method and then the minimum inhibitory concentration (MIC) of compounds was determined against the culture of Escherichia coli. The results were compared with the standard drug chloramphenicol. The results showed that compounds 7 and 8 are better antibacterial agents as compared to chloramphenicol.

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Synthesis and antimicrobial activity of N-substituted-beta-amino acid derivatives containing 2-hydroxyphenyl, benzo[b]phenoxazine and quinoxaline moieties

3-[(2-Hydroxyphenyl)amino]butanoic and 3-[(2-hydroxy-5-methyl(chloro)phenyl)amino]butanoic acids were converted to a series of derivatives containing hydrazide, pyrrole and chloroquinoxaline moieties. The corresponding benzo[b]phenoxazine derivatives were synthesized by the reaction of the obtained compounds with 2,3-dichloro-1,4-naphthoquinone. Five of the synthesized compounds exhibited good antimicrobial activity against Staphylococcus aureus and Mycobacterium luteum, whereas three compounds showed significant antifungal activity against Candida tenuis and Aspergillus niger.

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Synthesis and antibacterial activity of novel N-carboxyalkyl-N-phenyl-2-aminothia(oxa)zole derivatives

N-Phenyl-N-thiocarbamoyl-alpha- and beta-methyl-beta-alanines were converted into a series of 1,3-thiazole derivatives by treatment with chloroacetaldehyde and haloketones. The reaction of N-phenyl-N-thiocarbamoyl-beta-alanines and N-carbamoyl-N-phenyl-beta-alanines with 2,3-dichloro-1,4-naphthoquinone and 2,3-dichloroquinoxaline provided naphthoquinone- and quinoxaline-fused thiazoles and oxazoles, respectively. A number of the synthesized compounds exhibited good antibacterial activity against Staphylococcus aureus and Salmonella enteritidis with MIC and MBC values (62.5 and 125 mug/mL, respectively) which are the same or even lower than those for the antibiotic oxytetracycline.

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