301687-76-3

Upstream product

• 14841-58-8 methyl 2-chloro-3-(3-(trifluoromethyl)phenyl)propanoate 
• 17356-08-0 thiourea 
• 448216-76-0 C₁₂H₁₂BrF₃O₂ 
• 98-16-8 3-trifluoromethylaniline 

Downstream Products

• 919365-05-2 1-(5-(3-(trifluoromethyl)benzyl)-4-oxothiazolidin-2-ylidene)-3-phenylurea 
• 919365-08-5 5-(3-(trifluoromethyl)benzyl)-2-tosyliminothiazolidin-4-one 
• 919365-01-8 N-(5-(3-(trifluoromethyl)benzyl)-4-oxothiazolidin-2-ylidene)benzamide 
• 1041671-47-9 2-chlorophenyl 5-(3-(trifluoromethyl)benzyl)-4-oxothiazolidin-2-ylidenecarbamate 
• 1041671-45-7 5-(3-(trifluoromethyl)benzyl)-2-(3,4-dichlorophenyl)sulfonyliminothiazolidin-4-one 
• 1041671-45-7 5-(3-(trifluoromethyl)benzyl)-2-(3,4-dichlorophenyl)sulfonyliminothiazolidin-4-one 
• 919365-05-2 1-(5-(3-(Trifluoromethyl)benzyl)-4-oxothiazolidin-2-ylidene)-3-phenylurea 
• 919365-08-5 5-(3-(Trifluoromethyl)benzyl)-2-tosyliminothiazolidin-4-one 
• 919365-01-8 N-(5-(3-(Trifluoromethyl)benzyl)-4-oxothiazolidin-2-ylidene)benzamide 
• 1383430-93-0 2-sulfanyl-3-[3-(trifluoromethyl)phenyl]propanoic acid 

Relevant academic research and scientific papers

Synthesis and reaction of 2-mercapto-3-arylpropanoic acids

Two synthetic pathways for the preparation of 2-mercapto-3-arylpropanoic acids were developed. First, by the reaction of arenediazonium bromides with acrylic esters in the presence of CuBr, alkyl (2-bromo-3-aryl)propanoates were formed. Their cyclization with thiourea produced 5-(R-benzyl)-2-imino-4- thiazolidinones, which yielded 3-aryl-2-mercaptopropanoic acids by alkaline hydrolysis. Second, direct Meerwein arylation of acrylates in the presence of S-nucleophile (NaSH) allowed isolation of 3-phenyl-2-mercaptopropanoic acid in 8% yield. Such acids were used for cyclization with cyanoguanidine and phenyl isothiocyanate yielding 1-[5-(R-benzyl)-4-oxo-1,3-thiazolidin-2-ylidene] guanidines and new 5-(R-benzyl)-3-phenyl-2-thioxo-1,3-thiazolidin-4-one (rhodanine) derivatives correspondingly. Copyright Taylor and Francis Group, LLC 2012.

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