5990-17-0

Upstream product

• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 74-88-4 methyl iodide 
• 623-03-0 4-Cyanochlorobenzene 
• 74-93-1 methylthiol 

Downstream Products

• 61094-67-5 (4-Chlorphenyl)bis(methylthio)methan 
• 108593-08-4 (E)-1,2-Bis(4-chlorphenyl)-1,2-bis(methylthio)ethen 
• 108593-05-1 (Z)-1,2-Bis(4-chlorphenyl)-1,2-bis(methylthio)ethen 
• 197364-89-9 1-(3-methylpyridinio)(p-chlorobenzenethiocarbonyl)amidate 
• 943188-13-4 2-(4-chlorothiobenzoylaminomethyl)indole 
• 66724-23-0 2-(4'-chlorophenyl)-4H-1-benzothiopyran-4-one 
• 866836-67-1 3-(4-chlorothiobenzoylaminomethyl)indole 
• 59118-31-9 1-chloro-4-triethoxymethyl-benzene 
• 22911-21-3 1-chloro-4-(trimethoxymethyl)benzene 

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).