89806-04-2Relevant academic research and scientific papers
A New Approach for Convenient One-pot Synthesis of 5-(1-Oxidopyridyl)- and 5-(1-Oxidoquinolyl)-2-alkylsulphonyl-1,3,4-thiadiazoles
Kubota, Seiju,Toyooka, Kouhei,Misra, Hemant K.,Kawano, Michinobu,Shibuya, Masayuki
, p. 2957 - 2962 (2007/10/02)
Acetylation of pyridine-4-carbaldehyde methylthio(thiocarbonyl)hydrazone (1a) with acetic anhydride gave 4-acetyl-2-methylthio-5-(4-pyridyl)-4,5-dihydro-1,3,4-thiadiazole (2).Oxidation of compound (2) with 30percent hydrogen peroxide in acetic acid furnished 2-methylsulphonyl-5-(1-oxido-4-pyridyl)-1,3,4-thiadiazole (3a). 2-Alkylsulphonyl-1,3,4-thiadiazoles (3a-h) having 1-oxido-2-pyridyl, 1-oxido-3-pyridyl, 1-oxido-4-pyridyl, 1-oxido-2-quinolyl, and 1-oxido-4-quinolyl groups at the 5-position were obtained in good yields from the corresponding pyridine- (1a-f) and quinoline-carbaldehyde (1g) and (1h) alkylthio(thiocarbonyl)hydrazones by a one-pot synthesis.A reaction pathway from compound (2) to compound (3a) is also described.
