204690-23-3

Upstream product

• 23060-14-2 diethyl 2-mercaptosuccinate 
• 614-16-4 Benzoylacetonitrile 

Downstream Products

• 235423-21-9 (2E,5Z)-(5-ethoxycarbonylmethylidene-4-oxothiazolidine-2-ylidene)-1-phenylethanone 
• 930111-78-7 ethyl 4-oxo-(5-phenyl-3H-1,2-dithiol-3-ylideneamino)butanoate 
• 615552-87-9 ethyl 3-(5-phenyl-3H-1,2-dithiol-3-ylidenethiocarbamoyl)propanoate 
• 1246177-48-9 (E)-2-bromo-2-(5-ethoxycarbonylmethyl-4-oxothiazolidin-2-ylidene)-1-phenylethanone 
• 285133-45-1 (Z)-2-bromo-2-(5-ethoxycarbonylmethyl-4-oxothiazolidin-2-ylidene)-1-phenylethanone 
• 1354223-08-7 (Z)-(3-benzyl-5-ethoxycarbonylmethyl-4-oxothiazolidin-2-ylidene)-1-phenylethanone 
• 1410910-60-9 (Z)-ethyl 2-(3-(3-bromopropyl)-4-oxo-2-(2-oxo-2-phenyl ethylidene)thiazolidin-5-yl)acetate 
• 1410911-76-0 ethyl 2-(8-benzoyl-3-oxo-3,5,6,7-tetrahydro-2H-thiazolo[3,2-a]pyridin-2-yl)acetate 

Relevant academic research and scientific papers

High regioselectivity in the heterocyclization of β-oxonitriles to 4-oxothiazolidines: X-ray structure proof

Base-catalyzed reactions of β-oxonitriles 1 with diethyl mercaptosuccinate favour heterocyclization to afford 2-alkylidene-4-oxothiazolidines 3, rather than 2-alkylidene-4-oxo-1,3-thiazinanes 4. The observed regioselectivity is based on spectroscopic and experimental evidence, including a single-crystal X-ray structure determination.

2-Alkylidene-4-oxothiazolidine S-oxides: Synthesis and stereochemistry

A series of 5-unsubstituted and 5-substituted 2-alkylidene-4- oxothiazolidine-S-oxides were synthesized by the sulfur-oxidation with m-CPBA. The stereochemistry of 5-substituted sulfoxides was determined by means of NMR spectroscopy and DFT theoretical ca

Configurational isomerization of push-pull thiazolidinone derivatives controlled by intermolecular and intramolecular RAHB: 1H NMR dynamic investigation of concentration and temperature effects

1H NMR spectroscopy was used to investigate hydrogen bonding in the structurally related (Z)- and (E)-5-substituted-2-alkylidene-4-oxothiazolidines in polar and apolar solvents. The equilibrated mixtures of these typical push-pull alkenes consi

Regioselective synthesis and spectral characterization of ethyl (Z)- and (E)-2-alkylidene-4-oxothiazolidine-5-acetate derivatives. Solvent effects on the Z-E isomerization

The title compounds containing an exocyclic double bond of exclusively the Z-configuration were prepared in anhydrous ethanol by the regio-selective base catalyzed reaction of diethyl 2-mercaptobutanedioate with nitrile precursors possessing an acidic α-hydrogen. The 1H NMR data indicating the presence of both geometrical isomers in primarily nonpolar media favoring the E-form are presented in terms of the solvent influence on intra- and intermolecular H-bonding and stereochemical outcome of the reaction.