Synthesis of 1-(2-(4-substitutedphenylamino)-imidazo[2,1-b] benzoxazol-3-yl) ethanone

Chalak Azimi; Chalak Azimi

Authors

Chalak Azimi
Chalak Azimi

isoxazolones; 2chlorobenzo[d]oxazole; Imidazobenzoxazol; Baseinducedrearrangements

Abstract

4-acetyl-3-(4-substitutedphenylamino)-isoxazole-5(2H)-one, substituted on nitrogen with a 2-chlorobenzo[d] oxazole group, reacts with triethylamine (TEA) in ethanol under reflux conditions to provide a convenient synthesis of 1-(2-(4-substitutedphenylamino)-imidazo-[2,1-b]benzoxazol-3-yl)-ethanone.

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Synthesis of 1-(2-(4-substitutedphenylamino)-imidazo[2,1-b] benzoxazol-3-yl) ethanone. (2014). Global Journal of Science Frontier Research, 14(B5), 33-39. https://journalofscience.org/index.php/GJSFR/article/view/1327

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References

(, 11) )-isoxazol-5(2H)-ones (10, R: Me) This compound was prepared as described above, using the corresponding isoxazolone (9, R: Me) (61 mg, 0.27 mmol) and 2-chlorobenzoxazole (41.3 mg. 12(82), 160-163.

W Feast, R Stephens (1965) 1022. Fluorocyclohexanes. Part XI. 1H,3H/2H-, 1H,2H/3H-, and 1H,2H,3H/-nonafluorocyclohexane. 5493.

H Neuhaus (1994) Cholangioscopy. 24(01/02), 125-132.

(1018) ) (89 mg, 0.34 mmol) and 2-chlorobenzoxazole (52.1 mg. 168-170.

W Feast, R Stephens (1933) 1022. Fluorocyclohexanes. Part XI. 1H,3H/2H-, 1H,2H/3H-, and 1H,2H,3H/-nonafluorocyclohexane. 5493.

Unknown Title. 6(1), 167.

(6(d,) 6 -DMSO)(δppm): 2.55. (3), 147-186.

(null) Figure 9-figure supplement 2. Reciprocal antagonism between Vax1 and Slit2 in vitro.. 43(50%), 153-157.

(null) Figure 2-figure supplement 1. 1H and 13C NMR spectra of compound 3..

Unknown Title. (3H), 6.

(2007) 4Hz Transcranial Alternating Current Stimulation for Patients With Mild Alzheimer's Disease. 6.

(J=8.) 4Hz, 1H).

J Bauer (1985) Thermographie und transkutane pO2-Messung der hitzegeschädigten Rattenhaut nach lokaler DMSO-Anwendung. 6, 144-147.

mmol) and triethylamine (0.4 mL) were refluxed in ethanol (10 mL) for 24 hours. The reaction mixture was left to cool to room tempreture and resulting precipitate was colleted to afford 1-(2-(4-nitrophenylamino)-imidazo.

S Joglekar, S Samant (1988) The Mannich Reaction of 1-(2-Hydroxyphenyl)-1-ethanone, -1-propanone and -1-butanone, and 1-(2-Hydroxy-5-methylphenyl)-2-phen-yl-1-ethanone. 1988(10), 830-832.

J Khalafy, A; Molla Poursattar Marjani, A Ebrahimlo, Braz (2006) Unknown Title. 17, 570-576.

Jabbar Khalafy, Ahmad Marjani, Ali Ebrahimlo (2006) Synthesis of new N-Benzoxazole and N-Benzothiazole derivatives of 3-(4-Substituted- phenyl)aminoisoxazol-5(2H)-ones and comparison of their base induced rearrangement. 17(3), 570-576.

Chalak Azimi, Farhad Sepehraddin, Helal Tahazade (2013) Net Rearrangements of 4-acetyl-3-(4-substituted phenylamino)-2-(5-nitropyridin-2-yl)isoxazol-5(2H)-ones to Imidazo [1, 2-a]pyridines by Flash-Vacuum-Pyrolysis (F.V.P). 29(4), 1443-1448.

Ch Azimi, H Tahazadeh, R Kamari (2014) Unknown Title. 14, 51-56.

D Worrall (1923) Unknown Title. 45, 3092.

David Worrall (1918) ON THE ADDITION OF SODIUM ACETOACETIC ESTER TO THE AROMATIC MUSTARD OILS.. 40(2), 415-423.

R Prager, Y Singh, B Weber (1994) The Chemistry of 5-Oxodihydroisoxazoles. VIII. Photolysis of 2-(Heterocyclyl)isoxazol-5(2H)-ones. 47(7), 1249-1262.

D Perrin, W Armarego (1988) Purification of Laboratory Chemicals.