Synthesis of new 4-thiazolidinones bearing potentially active heteryl moities

Citation
Vs. Ingle et al., Synthesis of new 4-thiazolidinones bearing potentially active heteryl moities, I J CHEM B, 40(2), 2001, pp. 124-128
Citations number
12
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY
ISSN journal
03764699 → ACNP
Volume
40
Issue
2
Year of publication
2001
Pages
124 - 128
Database
ISI
SICI code
0376-4699(200102)40:2<124:SON4BP>2.0.ZU;2-G
Abstract
2-Acyl-3-methyl-7-substituted-1,4-benzothiazines 1A and 5-acyl-1-aryl-2-mer capto-4-methylimidazoles 1B have been converted to their respective hydrazo nes 2A and 2B by refluxing them with hydrazine hydrate in digol. The hydraz ino derivatives on condensation with aryl isothiocyanates give asymmetric t hioureas 3A and 3B. The thioureas when refluxed with monochloroacetic acid in glacial acetic acid using anhydrous sodium acetate as catalyst yield the title products, 2-[(-3'-methyl-4H-7'-substituted- 1,4-benzothiazin-2'-yl)- methyl-ketoiminyl]imino-3-aryl-4-thiazolidinones 4A and 2-[(1'-substituted phenyl-2'-mercapto-4'-methylimidazol-5'-yl)-methyl-ketoiminyl]imino-3-subst ituted phenyl-4-thiazolidinones 4B. Some of the newly synthesised compounds have been screened against Alternaria brassicae, Gloeosporium ampelophagum and Fusarium oxysporium and the results are presented.