Synthesis and antibacterial activity of 2-{[3-phenyl-7-substituted-2-(phenylimino)- 2,3-dihydro[1,3]thiazolo[4,5-d]pyrimidin-5-yl]imino}-3-ethoxyphthalimido-1,3- thiazolidin-4-one
| Main Authors: | Gangotri Pemawat, Raja Ram Dangi, Ganpat L. Talesara |
|---|---|
| Format: | Article Journal |
| Bahasa: | eng |
| Terbitan: |
, 2010
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| Subjects: | |
| Online Access: |
https://zenodo.org/record/5805715 |
Daftar Isi:
- Synthetic Organic Chemistry Laboratory, Department of Chemistry, M. L. Sukhadia University, Udaipur-313 001, Rajasthan, India E-mail : glntalesara@yahoo.com Manuscript received 3 February 2010, revised 18 May 20/0, accepted 31 May 2010 In the present Investigation, desired fused ring system 2·{[3-phenyl-7-substituted-2-(phenylimino)-2,3- dihydro[1,3]thiazolo[4,5-d)pyrianidin-5-yl)imino }-3-ethoxyphthalimido-2,3·thlazolldin·4·mu· r.a-e) have been described. N,N' • Dilphenylthlourea is converted to 3-phenyl-2-(phenyllmino)-1,3-thiazolldln-4-one (1) the reaction with chloroacetic acid and sodium acetate In acetic add. This on Claisen condensation with various aromatic aldehydes gave corresponding 5· arylidene derivatives (2a-e). These are treated with guanidine nitrate to furnish 2-aminopyrimidine derivatives (3a-e). These when reacted with ammonium thloc)'anate In dilute HCI, 1·[3·phenyl-7·substituted·2·(phenylimino)·2,3· dihydro[1,3)thiazolo[4,5-d)pyrlmidin·5-yl]thlourea (4a-e) are yielded. These compounds are converted to corresponding thiazolidinone derivatives (5a-e) by cyclisation with chloroaeelic acid and sodium acetate. Subsequent condensation of 5a-e with bromoethoxyphthalimide gave the title compounds 6a-c. The structures of synthesized compounds have been confirmed by spectral and analytical studies. Six compounds have been studied for antibacterial activity which show moderate to weaker activity.