40288-26-4

Upstream product

• 1986-08-9 S-chloro-N-phenylisothiocarbamoyl chloride 
• 1197-56-4 ammonium salt of N-p-chlorophenylamino dithiocarbamic acid 
• 106-47-8 4-chloro-aniline 
• 43009-19-4 p-chlorophenyldithiocarbamic acid triethylamine salt 

Downstream Products

• 130255-96-8 4-(4-Chloro-phenyl)-5-[(Z)-phenylimino]-[1,2,4]dithiazolidin-3-one 

Relevant academic research and scientific papers

Synthesis and Dimroth Isomerization of Disubstituted 5-Imino-1,2,4-dithiazolidine-3-thiones (Mustard Oil Sulfides)

Treatment of N-substituted dithiocarbamates with N-substituted S-chloroisothiocarbamoyl chlorides leads to disubstituted 5-imino-1,2,4-dithiazolidine-3-thiones.Educts with different aromatic substituents give the diaryl derivatives 5, as expected by the reaction equation.Educts with one aromatic and one aliphatic substituent give 5-alkylimino-4-aryl derivatives 10, regardless which starting component (3, 4, 7, 8) possesses the aliphatic or aromatic substituent.Educts with different aliphatic substituents (7, 8) leads to mixtures of isomeric derivatives 12, 13.Disubstituted 5-imino-1,2,4-dithiazolidine-3-thiones with 5-alkylimino group are able for Dimroth isomerization to 4-substituted 2-alkyl-1,2,4-thiazolidine-3,5-dithones.

New Heterocyclic Compounds : 5-Oxo/thio-4-aryl-2-phenylimino-1,3,4-dithiazolidines

5-Oxo/thio-4-aryl-2-phenylimino-1,3,4-dithiazolidines (VI and IX) have been prepared by reaction of S-chloro-N-phenylisothiocarbamoyl chloride and triethylamine salts of arylthiocarbamic acids and aryldithiocarbamic acids respectively.VI and IX when boiled with benzylamine give the same product (XI).The structures of all these products have been assigned on the basis of chemical transformations and IR data.Probable mechanisms of these reactions are also suggested.