262. Substitution of 4,5-diphenyl-oxazoles and -imidazoles, and some related compounds

Es, Theodorus van; Backeberg, O. G.

doi:10.1039/jr9630001363

Cited by 23 publications

(7 citation statements)

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“…It was reported that in the oxazole ring the charge density at C-5 is more negative than that at C-4. 21 On the basis of the inductive effect, we tentatively assume that the resonance for the proton of the hydroxyl group of 7 -5 might appear at upfield 9.72 ppm and that of 7 -4 might occur downfield 9.92 ppm. The resonances of two hydroxyl protons of compound 6 are well-resolved and appear at 9.84 and 9.63 ppm.…”

Section: Model Compound Synthesismentioning

confidence: 91%

Hyperbranched Poly(aryl ether oxazole)s: Synthesis, Characterization, and Modification

Gong

Leu

et al. 2000

Macromolecules

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In this paper the synthesis and characterization of a hyperbranched poly(aryl ether oxazole) with terminal phenolic groups are described. An ABB‘ monomer containing a pair of phenolic groups and an aryl fluoride which is activated toward displacement by the attached oxazole ring was prepared. The nucleophilic substitution of the fluoride with the phenolic group leads to the formation of ether linkage and subsequently the hyperbranched poly(aryl ether oxazole) P1. As determined by a combination of model compound studies and 1H NMR integration experiments, the degree of branching of P1 is approximately 50%. The polymer P1 is thermally stable and readily soluble in polar organic solvents. The terminal phenolic groups in P1 were easily functionalized, yielding hyperbranched polymers with a variety of functional chain ends. Physical properties, such as the glass transition temperature and the solubility of the hyperbranched poly(aryl ether oxazole)s, depended significantly on the nature of the chain ends.

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Section: Model Compound Synthesismentioning

confidence: 91%

Hyperbranched Poly(aryl ether oxazole)s: Synthesis, Characterization, and Modification

Gong

Leu

et al. 2000

Macromolecules

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“…Chlorosulfona- tion of commercially available 2-methyl-4,5-diphenyloxazole followed by treatment of the incipient sulfonyl chloride with aqueous ammonia afforded 4b as the sole product. 25 Evaluation of the in vitro activity of 4b revealed that it possessed considerable activity and potency, hCOX-1 IC 50 ϭ 21.4 M and hCOX-2 ϭ 0.027 M. In the air pouch model of inflammation 4b showed almost complete blockade of prostaglandin production at 2 mg/kg, ED 50 ϭ 0.94 mg/kg. The very favorable activity obtained with 4b in the air pouch model dictated a more thorough in vivo evaluation.…”

Section: Discussionmentioning

confidence: 97%

4,5-Diaryloxazole inhibitors of cyclooxygenase-2 (COX-2)

et al. 1999

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“…Dinitro compound 1 was synthesized from benzoin as a starting material, as Van Es et al reported (16). APO was obtained by a reduction of 1 using hydrazine and Pd/C.…”

Section: Monomer Synthesismentioning

confidence: 99%

Synthesis and Properties of Polyamides and Polyimides Derived From Diamines Having 2-Phenyl-4,5-Oxazolediyl Units and Polyamide/Montmorillonite Composite

Inoki

Akutsu

2011

Journal of Macromolecular Science, Part A

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Aromatic polyamides were synthesized from 4,5-bis(4-aminophenyl)-2-phenyloxazole (APO) or 4,5-bis[4(4-aminophenoxy)phenyl]-2-phenyloxazole (APPO) containing 2-phenyl-4,5-oxazolediyl units with several aromatic carboxylic dichlorides by a low-temperature solution polycondensation method. The polyamides were obtained quantitatively, and their inherent viscosities ranged from 0.48 to 1.25 dL g −1 . The glass transition temperatures (T g s) were displayed between 234 to 311 • C, and the residual weight at 600 • C (Res.wt 600 ) exceeded 52% in nitrogen atmosphere. The polyamides showed good solubility in several aprotic polar solvents, such as N,N-dimethylacetoamide (DMAc), N-methyl-2-pyrrolidone (NMP), and dimethyl sulfoxide (DMSO). Aromatic polyimides were derived from APO or APPO with aromatic carboxylic dianhydrides through polyamic acids. The inherent viscosities of the polyamic acids, which were 0.53 to 1.02 dL g −1 , T g s of the polyimides were observed between 259 to 361 • C and their Res.wts 600 were above 70%. The polyamides and polyimides were amorphous and afforded thin, flexible and tough films. We also prepared a nanocomposite of the polyamide derived from APPO with organophilic montmorillonite clay.

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262. Substitution of 4,5-diphenyl-oxazoles and -imidazoles, and some related compounds

Cited by 23 publications

References 0 publications

Hyperbranched Poly(aryl ether oxazole)s: Synthesis, Characterization, and Modification

Hyperbranched Poly(aryl ether oxazole)s: Synthesis, Characterization, and Modification

4,5-Diaryloxazole inhibitors of cyclooxygenase-2 (COX-2)

Synthesis and Properties of Polyamides and Polyimides Derived From Diamines Having 2-Phenyl-4,5-Oxazolediyl Units and Polyamide/Montmorillonite Composite

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