53278-45-8Relevant academic research and scientific papers
Mesoionic 5-alkyl-1,3-dithiolium-4-thiolates: Synthesis and brine shrimp toxicity
De Almeida, Paulo Afonso,Da Silva, Tania Maria Sarmento,Echevarria, Aurea
, p. 593 - 600 (2007/10/03)
A series of twelve 1,3-dithiolium-4-thiolate mesoionic compounds were synthesized and characterized. The synthetical approach starting from α-bromoalkanoic acids to obtain the corresponding 2-N-morpholino-dithiocarbamoyl-carboxylic acids that by on-pot reaction with carbon disulfide and acetic anhydride in triethylamine formed not isolate intermediates, 1,3-dithiolium-4-olates. After, the 2-N-morpholino-5-alkyl-1,3-dithiolium-4-thiolates were obtained by retro 1,3-dipolar addition reactions. The alkyl moiety linked to C-5 of heterocyclic ring permitted the increase of the hydrophobic character and this effect was evaluated on Artemia salina lethality. The results indicated a bell-shaped relationship between the number of carbon of side chain in mesoionic derivatives and LD50 in brine shrimp toxicity assays.
Synthesis and Physical Properties of Novel 1,3-Dithiolylium-4-methanides and 1,3-Thiazolium-5-methanides
Gotthardt, Hans,Oppermann, Manfred
, p. 2094 - 2103 (2007/10/02)
The synthesis and physical properties of the novel title compounds of type 9 from carboxylic acid derivatives 3 and CH acidic compounds 4 are described.
