Synthesis of New 4-(dimethylamino)benzhydrazide Derivatives and Their Cyclization to 1,3-benzothiazin-4-one Moiety
Chemical Science International Journal · pp. 231–240 · Published 31 Mar 2015
10.9734/ACSJ/2015/16728Abstract
The reaction of hydrazides of carboxylic acids with aldehydes is an efficient synthetic method to produce N-substituted hydrazone derivatives. The resulting hydrazone compounds are considered as convenient intermediates and can be used to obtain new interesting heterocyclic systems e.g. 1,3-thiazolidin-4-one or 1,3-benzothiazin-4-one derivatives. In the present work such pathway was used for the synthesis of new 1,3-benzothiazin-4-one derivatives (16-30). New compounds were obtained by the cyclization reaction of N-substituted 4-(dimethylamino)benzhydrazides (1-15) with thiosalicylic acid. The spectral (IR, 1H NMR, 13C NMR) and elemental analysis confirmed the structure of synthesized compounds.
References (13)
- 1 Synthesis, antitumor activity and molecular docking study of novel Sulfonamide-Schiff's bases, thiazolidinones, benzothiazinones and their C-nucleoside derivatives [DOI]
- 2 Synthesis and Antimalarial Activity of Side Chain Modified 4-Aminoquinoline Derivatives [DOI]
- 3 Anti-oxidant and anti-bacterial activities of novel N ′-arylmethylidene-2-(3, 4-dimethyl-5, 5-dioxidopyrazolo[4,3- c ][1,2]benzothiazin-2(4 H )-yl) acetohydrazides [DOI]
- 4 Design and synthesis of new 1,3-benzthiazinan-4-one derivatives as selective cyclooxygenase (COX-2) inhibitors [DOI]
- 5 Antimicrobial evaluation of 3,1-benzoxazin-4-ones, 3,1-benzothiazin-4-ones, 4-alkoxyquinazolin-2-carbonitriles and N-arylimino-1,2,3-dithiazoles [DOI]
- 6 Synthesis, antiproliferative and antifungal activities of some 2-(2,4-dihydroxyphenyl)-4H-3,1-benzothiazines [DOI]
- 7 Fluconazole analogues containing 2H-1,4-benzothiazin-3(4H)-one or 2H-1,4-benzoxazin-3(4H)-one moieties, a novel class of anti-Candida agents [DOI]
- 8 Structure–activity relationship study of pyrimido[1,2-c][1,3]benzothiazin-6-imine derivatives for potent anti-HIV agents [DOI]
- 9 Synthesis and antimicrobial activities of novel 1,4-benzothiazine derivatives [DOI]
- 10 Synthesis and biological activity of novel thiazolidin-4-ones with a carbohydrate moiety [DOI]
- 11 Synthesis of 4-octyl-2H-1,4-benzo-thiazin-3-ones [DOI]
- 12 Synthesis and microbiological activity of some 4-butyl-2H-benzo[1,4]thiazin-3-one derivatives [DOI]
- 13 Anti-proliferation effect of 3-amino-2-imino-3,4-dihydro-2H-1,3-benzothiazin-4-one (BJ-601) on human vascular endothelial cells: G0/G1 p21-associated cell cycle arrest [DOI]
Cited by 1
Zhilong Huang, Hao Yang, Xubo Lai · The Journal of Organic Chemistry · 2024
Related research
- Exploration of the Divergent Outcomes for the Nenitzescu Reaction of Piperazinone Enaminoesters — shares topic coverage
- N,N’-Dialkylimidazolium Dimethyl Phosphates – Promising Media and Catalysts at the Same Time for Condensation Reactions — shares topic coverage
- Condensation Reactions of Methyl Derivatives of Quinoxaline-1,4-Dioxide with 4,4'-Biphenyl Carboxaldehyde — shares topic coverage
- Synthesis and Characterization of Bioactive Schiff Base Ligand Derived from 2-hydroxy-1-napthaldehyde and 4-aminobenzonitrile and its Co(II), Ni(II) and Cu(II) Complexes — shares topic coverage
Article metrics
Real usage data collected on this platform.
16
Page views
0
PDF downloads
1
Outbound clicks
1
Citations
Views over time
Views by country
Approximate, from request IP at view time — not citizenship or institution. Countries with fewer than 5 views are grouped as "Other".
Traffic sources
Referring site, by host.
Views and downloads exclude known bots/crawlers. Citations combines this platform's own DOI-resolved index with each external source's own reported total — see Cited by above for individually listed citing works. Last refreshed 0 seconds ago.