Three-component synthesis of new substituted bis[2-imino-3-(substituted)-4-phenyl-3h-thiazole] derivatives and evaluation of their antibacterial activity

Jafar Abbasi Shiran, Asieh Yahyazadeh, Bohari Mohd. Yamin, Manouchehr Mamaghani, Hamzeh Kiyani

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Several new derivatives of 2,2′-(4,4′-ethylenebiphenyl)bis[2-imino-3-(substituted)-4-phenyl-3H-thiazole],2,2′-(4,4′-biphenylsulfone)bis[2-imino-3-(substituted)-4-phenyl-3H-thiazole],2,2′-(4,4′-methylenebiphenyl)bis[2-imino-3-(substituted)-4-phenyl-3H-thiazole] and 2,2′-(1,4-phenylene)bis[2-imino-3-(substituted)-4-phenyl-3H-thiazole] derivatives were synthesized by the condensation reaction of various isothiocyanates, diamines, and phenacyl bromide. The one-pot, three-component synthesis of new iminothiazole-containing heterocyles were conducted using catalytic amounts of triethylamine. Furthermore, the target compound 8b was further determined by X-ray crystallographic analysis. The antimicrobial activity of the synthesized compounds was evaluated against Salmonella enterica, Micrococcus luteus, Bacillus subtilis and Pseudomonas aeruginosa.

Original languageEnglish
Pages (from-to)123-133
Number of pages11
JournalHeterocycles
Volume91
Issue number1
DOIs
Publication statusPublished - 2015

Fingerprint

Thiazoles
Derivatives
Isothiocyanates
Micrococcus luteus
Salmonella
Salmonella enterica
Diamines
Condensation reactions
Bacilli
Bacillus subtilis
Pseudomonas aeruginosa
X-Rays
X rays

ASJC Scopus subject areas

  • Analytical Chemistry
  • Organic Chemistry
  • Pharmacology

Cite this

Three-component synthesis of new substituted bis[2-imino-3-(substituted)-4-phenyl-3h-thiazole] derivatives and evaluation of their antibacterial activity. / Shiran, Jafar Abbasi; Yahyazadeh, Asieh; Mohd. Yamin, Bohari; Mamaghani, Manouchehr; Kiyani, Hamzeh.

In: Heterocycles, Vol. 91, No. 1, 2015, p. 123-133.

Research output: Contribution to journalArticle

Shiran, Jafar Abbasi ; Yahyazadeh, Asieh ; Mohd. Yamin, Bohari ; Mamaghani, Manouchehr ; Kiyani, Hamzeh. / Three-component synthesis of new substituted bis[2-imino-3-(substituted)-4-phenyl-3h-thiazole] derivatives and evaluation of their antibacterial activity. In: Heterocycles. 2015 ; Vol. 91, No. 1. pp. 123-133.
@article{a3548bcdc7fa48729cb636cd3fdd0568,
title = "Three-component synthesis of new substituted bis[2-imino-3-(substituted)-4-phenyl-3h-thiazole] derivatives and evaluation of their antibacterial activity",
abstract = "Several new derivatives of 2,2′-(4,4′-ethylenebiphenyl)bis[2-imino-3-(substituted)-4-phenyl-3H-thiazole],2,2′-(4,4′-biphenylsulfone)bis[2-imino-3-(substituted)-4-phenyl-3H-thiazole],2,2′-(4,4′-methylenebiphenyl)bis[2-imino-3-(substituted)-4-phenyl-3H-thiazole] and 2,2′-(1,4-phenylene)bis[2-imino-3-(substituted)-4-phenyl-3H-thiazole] derivatives were synthesized by the condensation reaction of various isothiocyanates, diamines, and phenacyl bromide. The one-pot, three-component synthesis of new iminothiazole-containing heterocyles were conducted using catalytic amounts of triethylamine. Furthermore, the target compound 8b was further determined by X-ray crystallographic analysis. The antimicrobial activity of the synthesized compounds was evaluated against Salmonella enterica, Micrococcus luteus, Bacillus subtilis and Pseudomonas aeruginosa.",
author = "Shiran, {Jafar Abbasi} and Asieh Yahyazadeh and {Mohd. Yamin}, Bohari and Manouchehr Mamaghani and Hamzeh Kiyani",
year = "2015",
doi = "10.3987/COM-14-13123",
language = "English",
volume = "91",
pages = "123--133",
journal = "Heterocycles",
issn = "0385-5414",
publisher = "Japan Institute of Heterocyclic Chemistry",
number = "1",

}

TY - JOUR

T1 - Three-component synthesis of new substituted bis[2-imino-3-(substituted)-4-phenyl-3h-thiazole] derivatives and evaluation of their antibacterial activity

AU - Shiran, Jafar Abbasi

AU - Yahyazadeh, Asieh

AU - Mohd. Yamin, Bohari

AU - Mamaghani, Manouchehr

AU - Kiyani, Hamzeh

PY - 2015

Y1 - 2015

N2 - Several new derivatives of 2,2′-(4,4′-ethylenebiphenyl)bis[2-imino-3-(substituted)-4-phenyl-3H-thiazole],2,2′-(4,4′-biphenylsulfone)bis[2-imino-3-(substituted)-4-phenyl-3H-thiazole],2,2′-(4,4′-methylenebiphenyl)bis[2-imino-3-(substituted)-4-phenyl-3H-thiazole] and 2,2′-(1,4-phenylene)bis[2-imino-3-(substituted)-4-phenyl-3H-thiazole] derivatives were synthesized by the condensation reaction of various isothiocyanates, diamines, and phenacyl bromide. The one-pot, three-component synthesis of new iminothiazole-containing heterocyles were conducted using catalytic amounts of triethylamine. Furthermore, the target compound 8b was further determined by X-ray crystallographic analysis. The antimicrobial activity of the synthesized compounds was evaluated against Salmonella enterica, Micrococcus luteus, Bacillus subtilis and Pseudomonas aeruginosa.

AB - Several new derivatives of 2,2′-(4,4′-ethylenebiphenyl)bis[2-imino-3-(substituted)-4-phenyl-3H-thiazole],2,2′-(4,4′-biphenylsulfone)bis[2-imino-3-(substituted)-4-phenyl-3H-thiazole],2,2′-(4,4′-methylenebiphenyl)bis[2-imino-3-(substituted)-4-phenyl-3H-thiazole] and 2,2′-(1,4-phenylene)bis[2-imino-3-(substituted)-4-phenyl-3H-thiazole] derivatives were synthesized by the condensation reaction of various isothiocyanates, diamines, and phenacyl bromide. The one-pot, three-component synthesis of new iminothiazole-containing heterocyles were conducted using catalytic amounts of triethylamine. Furthermore, the target compound 8b was further determined by X-ray crystallographic analysis. The antimicrobial activity of the synthesized compounds was evaluated against Salmonella enterica, Micrococcus luteus, Bacillus subtilis and Pseudomonas aeruginosa.

UR - http://www.scopus.com/inward/record.url?scp=84923226721&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84923226721&partnerID=8YFLogxK

U2 - 10.3987/COM-14-13123

DO - 10.3987/COM-14-13123

M3 - Article

AN - SCOPUS:84923226721

VL - 91

SP - 123

EP - 133

JO - Heterocycles

JF - Heterocycles

SN - 0385-5414

IS - 1

ER -