Conformational studies of potentially tautomeric 2-phenyl- and 3-phenyl-1,4-benzoxazepin-5(4H)-one derivatives

El‐Nahas, Ahmed M.; Mphahlele, Malose J.

doi:10.1016/j.theochem.2003.10.024

Cited by 4 publications

(1 citation statement)

References 24 publications

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“…On the other hand, the 1 HNMR spectra showed a significant downfield shift of the NH proton adjacent to the thiocarbonyl group at δ 12.0 ppm. This is attributed to the increased magnetic anisotropy of the thiocarbonyl moiety resulting from the high polarisability of the C=S bond (8,9) . The benzoxazepinethiones (6) (X = H, Br; R = H, Br, Cl) underwent S-alkylation when treated with each of methyl iodide, ethyl bromoacetate and βdiethylaminoethyl chloride hydrochloride in tetrahydrofuran in the presence of sodium hydride to give the corresponding sulfanyl derivatives7.…”

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confidence: 99%

Synthesis and Tranquillizing Effect of New 1,4-Benzoxazepines

2011

Egypt. J. Chem.

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SERIES of new 1,4-benzoxazepin-5(4H)-ones was prepared by …….alkylation of salicylamides with phenacyl bromides followed by cyclodehydration of the resulting amides. Treatment of the 1,4benzoxazepine-5(4H)-ones with phosphorus pentasulphide afforded the corresponding 1,4-benzoxazepine-5(4H)-thiones. N-alkylation of the 1,4-benzoxazepin-5(4H)-ones and S-alkylation of the 1,4benzoxazepine-5(4H)-thiones were described. Some of the new compounds were subjected to preliminary screening for their tranquilizing effect.

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confidence: 99%

Synthesis and Tranquillizing Effect of New 1,4-Benzoxazepines

2011

Egypt. J. Chem.

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DFT Study on Tautomerism of Dihydro‐2H‐1,5‐benzodiazepin‐2‐ones and Dihydro‐2H‐1,5‐benzodiazepine‐2‐thiones

et al. 2009

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DFT calculations were performed to study the tautomeric rearrangements in the isolated, monoethanol-and diethanolsolvated, and dimeric forms of 4-methyl-1,3-dihydro-2H-1,5-benzodiazepin-2-one and 4-methyl-1,3-dihydro-2H-1,5-benzodiazepine-2-thione. Molecular geometries of the tautomers and transition state structures were optimized at the B3LYP/6-31G(d) and B3LYP/6-311++G(d,p) levels of theory. The long-range solvent effects on the geometrical and energy parameters of tautomerization were also analyzed by use of the PCM model. The calculated relative Gibbs free energies were used to estimate the equilibrium constants. It

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1,4-Oxazepines and 1,4-Thiazepines

Dehaen

Ngo

2008

Comprehensive Heterocyclic Chemistry III

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Conformational studies of potentially tautomeric 2-phenyl- and 3-phenyl-1,4-benzoxazepin-5(4H)-one derivatives

Cited by 4 publications

References 24 publications

Synthesis and Tranquillizing Effect of New 1,4-Benzoxazepines

Synthesis and Tranquillizing Effect of New 1,4-Benzoxazepines

DFT Study on Tautomerism of Dihydro‐2H‐1,5‐benzodiazepin‐2‐ones and Dihydro‐2H‐1,5‐benzodiazepine‐2‐thiones

1,4-Oxazepines and 1,4-Thiazepines

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