89515-39-9

Upstream product

• 33575-83-6 2-(chloromethyl)-5-phenyl-1,3,4-oxadiazole 
• 74-88-4 methyl iodide 

Downstream Products

• 135472-35-4 (Z)-2-Benzothiazol-2-yl-3-methylsulfanyl-3-(5-phenyl-[1,3,4]oxadiazol-2-yl)-acrylonitrile 
• 128555-51-1 2-(5-Methylsulfanyl-[1,3,4]thiadiazol-2-yl)-5-phenyl-[1,3,4]oxadiazole 
• 127719-83-9 5-(5-Phenyl-[1,3,4]oxadiazol-2-yl)-[1,3,4]thiadiazole-2-carboxylic acid cyclohexylamide 
• 127265-97-8 5-Phenyl-[1,3,4]oxadiazole-2-carbothioic acid hydrazide 
• 105392-02-7 C₁₈H₁₀N₆O₂S 
• 89515-45-7 5-Phenyl-[1,3,4]oxadiazole-2-carbothioic acid ethylamide 
• 89515-43-5 5-Phenyl-[1,3,4]oxadiazole-2-carbothioic acid dimethylamide 
• 89515-44-6 5-Phenyl-[1,3,4]oxadiazole-2-carbothioic acid methylamide 
• 89515-46-8 5-Phenyl-[1,3,4]oxadiazole-2-carbothioic acid benzylamide 
• 125983-61-1 N-{4-[(5-Phenyl-[1,3,4]oxadiazole-2-carbothioyl)-amino]-phenyl}-acetamide 
• 135472-30-9 2-[Methylsulfanyl-(5-phenyl-[1,3,4]oxadiazol-2-yl)-methylene]-malononitrile 
• 125983-62-2 5-Phenyl-[1,3,4]oxadiazole-2-carbothioic acid (4-diethylamino-phenyl)-amide 
• 127007-47-0 2-(5-Phenyl-[1,3,4]oxadiazol-2-yl)-benzo[d][1,3]thiazin-4-one 
• 134626-21-4 [1-(4-Nitro-phenyl)-meth-(E)-ylidene]-[2-(5-phenyl-[1,3,4]oxadiazol-2-yl)-thiazol-5-yl]-amine 

Relevant academic research and scientific papers

Dithiocarboxylic Acids, Dithiocarboxylic Esters, or Thiocarboxylic Amides by Reaction of Methylene-active Chloromethyl Compounds with Sulfur

With a mixture of sulfur and amine in DMF at room temperature halomethyl compounds (1,5-10) can be oxidized to give thiocarboxylic acids (2,11-16) and their derivatives (3,4,17-35).We studied this reaction in detail especially with chloroacetic derivatives (11-15) or chloromethyl heterocycles (16) formally derived from chloroacetic acid.The resulting thiooxalic acid derivatives (11-27) represent activated acids and very useful C2-synthons, especially for the synthesis of heterocycles.Oxidation in the presence of triethylamine leads to dithiocarboxylates (11-16) which can be alkylated to dithioesters (17-27) in high yields.As a rule, with different primary and secondary amines instead of tertiary amines these dithiocarboxylates or dithiocarboxylic esters can be transformed already at low temperatures to thioamides (28-35).