Synthesis and antimicrobial activitiy of novel barbituric acid and thiohydantoin derivatives of imidazo [2,1- b][1,3, 4] thiadiazoles

Naveenkumar P. Badiger, Nitinkumar S. Shetty, Ravi S. Lamani, Imtiyaz Ahmed M. Khazi

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

A series 5-[6-aryl-2-(4-methoxybenzyl)imidazo[2,1-b][ 1,3,4]thiadiazol-5- yl-methylene]-pyrimidine-2,4,6-triones (4a-f) and 5-[6-aryl-2-(4-methoxybenzyl) imidazo[2,l-b][l,3,4] thiadiazol-5-yl]methylene-2-thioxoimidazolidin-4-one (5a-f) were synthesized from 5-formyl derivatives of 2-(4-methoxybenzyl)-6- arylimidazo[2,l-b][l,3,4]thiadiazole (3a-f) by the knoevenagel condensation with barbituric acid & thiohydantoin. The required 5-formyl derivatives were prepared by the Vilsmeier Haack reaction of the corresponding 2,6-disubstituted imidazo[2,l-b][l,3,4]thiadiazoles (2a-f). The structures of all the newly synthesized compounds were established by analytical and spectral data. The synthesized compounds were screened for their antibacterial and antifungal activities.

Original languageEnglish
Pages (from-to)433-442
Number of pages10
JournalHeterocyclic Communications
Volume15
Issue number6
Publication statusPublished - 2009

Fingerprint

Thiohydantoins
Thiadiazoles
Derivatives
Condensation
barbituric acid
imidazo(2,1-b)(1,3,4)thiadiazole

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Cite this

@article{f496619bec7e490b8e1836f28332891a,
title = "Synthesis and antimicrobial activitiy of novel barbituric acid and thiohydantoin derivatives of imidazo [2,1- b][1,3, 4] thiadiazoles",
abstract = "A series 5-[6-aryl-2-(4-methoxybenzyl)imidazo[2,1-b][ 1,3,4]thiadiazol-5- yl-methylene]-pyrimidine-2,4,6-triones (4a-f) and 5-[6-aryl-2-(4-methoxybenzyl) imidazo[2,l-b][l,3,4] thiadiazol-5-yl]methylene-2-thioxoimidazolidin-4-one (5a-f) were synthesized from 5-formyl derivatives of 2-(4-methoxybenzyl)-6- arylimidazo[2,l-b][l,3,4]thiadiazole (3a-f) by the knoevenagel condensation with barbituric acid & thiohydantoin. The required 5-formyl derivatives were prepared by the Vilsmeier Haack reaction of the corresponding 2,6-disubstituted imidazo[2,l-b][l,3,4]thiadiazoles (2a-f). The structures of all the newly synthesized compounds were established by analytical and spectral data. The synthesized compounds were screened for their antibacterial and antifungal activities.",
author = "Badiger, {Naveenkumar P.} and Shetty, {Nitinkumar S.} and Lamani, {Ravi S.} and Khazi, {Imtiyaz Ahmed M.}",
year = "2009",
language = "English",
volume = "15",
pages = "433--442",
journal = "Heterocyclic Communications",
issn = "0793-0283",
publisher = "Walter de Gruyter GmbH & Co. KG",
number = "6",

}

Synthesis and antimicrobial activitiy of novel barbituric acid and thiohydantoin derivatives of imidazo [2,1- b][1,3, 4] thiadiazoles. / Badiger, Naveenkumar P.; Shetty, Nitinkumar S.; Lamani, Ravi S.; Khazi, Imtiyaz Ahmed M.

In: Heterocyclic Communications, Vol. 15, No. 6, 2009, p. 433-442.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Synthesis and antimicrobial activitiy of novel barbituric acid and thiohydantoin derivatives of imidazo [2,1- b][1,3, 4] thiadiazoles

AU - Badiger, Naveenkumar P.

AU - Shetty, Nitinkumar S.

AU - Lamani, Ravi S.

AU - Khazi, Imtiyaz Ahmed M.

PY - 2009

Y1 - 2009

N2 - A series 5-[6-aryl-2-(4-methoxybenzyl)imidazo[2,1-b][ 1,3,4]thiadiazol-5- yl-methylene]-pyrimidine-2,4,6-triones (4a-f) and 5-[6-aryl-2-(4-methoxybenzyl) imidazo[2,l-b][l,3,4] thiadiazol-5-yl]methylene-2-thioxoimidazolidin-4-one (5a-f) were synthesized from 5-formyl derivatives of 2-(4-methoxybenzyl)-6- arylimidazo[2,l-b][l,3,4]thiadiazole (3a-f) by the knoevenagel condensation with barbituric acid & thiohydantoin. The required 5-formyl derivatives were prepared by the Vilsmeier Haack reaction of the corresponding 2,6-disubstituted imidazo[2,l-b][l,3,4]thiadiazoles (2a-f). The structures of all the newly synthesized compounds were established by analytical and spectral data. The synthesized compounds were screened for their antibacterial and antifungal activities.

AB - A series 5-[6-aryl-2-(4-methoxybenzyl)imidazo[2,1-b][ 1,3,4]thiadiazol-5- yl-methylene]-pyrimidine-2,4,6-triones (4a-f) and 5-[6-aryl-2-(4-methoxybenzyl) imidazo[2,l-b][l,3,4] thiadiazol-5-yl]methylene-2-thioxoimidazolidin-4-one (5a-f) were synthesized from 5-formyl derivatives of 2-(4-methoxybenzyl)-6- arylimidazo[2,l-b][l,3,4]thiadiazole (3a-f) by the knoevenagel condensation with barbituric acid & thiohydantoin. The required 5-formyl derivatives were prepared by the Vilsmeier Haack reaction of the corresponding 2,6-disubstituted imidazo[2,l-b][l,3,4]thiadiazoles (2a-f). The structures of all the newly synthesized compounds were established by analytical and spectral data. The synthesized compounds were screened for their antibacterial and antifungal activities.

UR - http://www.scopus.com/inward/record.url?scp=77954064998&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=77954064998&partnerID=8YFLogxK

M3 - Article

VL - 15

SP - 433

EP - 442

JO - Heterocyclic Communications

JF - Heterocyclic Communications

SN - 0793-0283

IS - 6

ER -