Synthesis and biological activity of certain azetidin-2-ones

R.H. Udupi, Y.C. Mayur, A.R. Bhat

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

4-Hydroxy benzaldehyde (1a) and vanillin (1b) were converted into respective aryloxy acetic acid derivatives (2a & 2b) by treating with chloroacetic acid, when (1 & 2) were heated with 3-fluoro-4-chloro aniline (3), Schiffs bases (4a-d) were obtained in good yields, (4a-d) when reacted with aryl and substituted aryloxy acetyl chlorides, 1,3-substituted-4-(4-hydroxy phenyl)-azetidin-2-ones (5a1-a8), 1,3-substituted-4-(3-methoxy-4-hydroxy phenyl)-azetidin-2-ones (5a9-a16), 1,3-substituted 4(4-carboxy methylene oxy phenyl)-azetidin-2-ones (5a17-a24) and 1,3-substituted-4-(3-methoxy 4-carboxy methylene oxy phenyl)-azetidin-2-ones (5a25-a32) were obtained. Some of the compounds showed promising antitubercular activity. Most of the compounds exhibited significant antibacterial and antifungal activities.
Original languageUndefined/Unknown
Pages (from-to)281-286
Number of pages6
JournalIndian Journal of Heterocyclic Chemistry
Volume6
Issue number4
Publication statusPublished - 1997

Cite this

Udupi, R. H., Mayur, Y. C., & Bhat, A. R. (1997). Synthesis and biological activity of certain azetidin-2-ones. Indian Journal of Heterocyclic Chemistry, 6(4), 281-286.
Udupi, R.H. ; Mayur, Y.C. ; Bhat, A.R. / Synthesis and biological activity of certain azetidin-2-ones. In: Indian Journal of Heterocyclic Chemistry. 1997 ; Vol. 6, No. 4. pp. 281-286.
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Udupi, RH, Mayur, YC & Bhat, AR 1997, 'Synthesis and biological activity of certain azetidin-2-ones', Indian Journal of Heterocyclic Chemistry, vol. 6, no. 4, pp. 281-286.

Synthesis and biological activity of certain azetidin-2-ones. / Udupi, R.H.; Mayur, Y.C.; Bhat, A.R.

In: Indian Journal of Heterocyclic Chemistry, Vol. 6, No. 4, 1997, p. 281-286.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Synthesis and biological activity of certain azetidin-2-ones

AU - Udupi, R.H.

AU - Mayur, Y.C.

AU - Bhat, A.R.

N1 - cited By 15

PY - 1997

Y1 - 1997

N2 - 4-Hydroxy benzaldehyde (1a) and vanillin (1b) were converted into respective aryloxy acetic acid derivatives (2a & 2b) by treating with chloroacetic acid, when (1 & 2) were heated with 3-fluoro-4-chloro aniline (3), Schiffs bases (4a-d) were obtained in good yields, (4a-d) when reacted with aryl and substituted aryloxy acetyl chlorides, 1,3-substituted-4-(4-hydroxy phenyl)-azetidin-2-ones (5a1-a8), 1,3-substituted-4-(3-methoxy-4-hydroxy phenyl)-azetidin-2-ones (5a9-a16), 1,3-substituted 4(4-carboxy methylene oxy phenyl)-azetidin-2-ones (5a17-a24) and 1,3-substituted-4-(3-methoxy 4-carboxy methylene oxy phenyl)-azetidin-2-ones (5a25-a32) were obtained. Some of the compounds showed promising antitubercular activity. Most of the compounds exhibited significant antibacterial and antifungal activities.

AB - 4-Hydroxy benzaldehyde (1a) and vanillin (1b) were converted into respective aryloxy acetic acid derivatives (2a & 2b) by treating with chloroacetic acid, when (1 & 2) were heated with 3-fluoro-4-chloro aniline (3), Schiffs bases (4a-d) were obtained in good yields, (4a-d) when reacted with aryl and substituted aryloxy acetyl chlorides, 1,3-substituted-4-(4-hydroxy phenyl)-azetidin-2-ones (5a1-a8), 1,3-substituted-4-(3-methoxy-4-hydroxy phenyl)-azetidin-2-ones (5a9-a16), 1,3-substituted 4(4-carboxy methylene oxy phenyl)-azetidin-2-ones (5a17-a24) and 1,3-substituted-4-(3-methoxy 4-carboxy methylene oxy phenyl)-azetidin-2-ones (5a25-a32) were obtained. Some of the compounds showed promising antitubercular activity. Most of the compounds exhibited significant antibacterial and antifungal activities.

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