95754-26-0

Upstream product

• 4870-65-9 2-bromophenylacetic acid 
• 16486-30-9 iso-propylammonium N-iso-propyldithiocarbamate 
• 2882-19-1 ethyl 2-phenyl-2-bromoacetate 
• 75-15-0 carbon disulfide 
• 2912-62-1 α-chlorophenylacetyl chloride 
• 75-31-0 isopropylamine 
• 22292-08-6 isopropyl-dithiocarbamic acid 

Relevant academic research and scientific papers

A novel one-pot solvent-free synthesis of 3-alkyl-2-thioxo-1,3- thiazolidine-4-ones

An easy, highly efficient solvent-free and simple one-pot approach to the synthesis of 3-alkyl-2-thioxo-1,3-thiazolidine-4-ones is reported. The reaction of a primary amine and carbon disulfide in the presence of chloroacetyl chloride or 2-chloro-2-phenylacetyl chloride at room temperature afforded 3-alkyl-2-thioxo-1,3-thiazolidine-4-one derivatives in high yields.

Conformational Studies of 3-Alkylrhodanines and an Analogous Mesoionic Compound

The conformations and barriers to conformational interchange of isopropyl, neopentyl, and isobutyl groups attached to position 3 of 1,3-thiazolidin-4-one-2-thiones (rhodanines) have been studied by temperature-dependent 1H NMR spectra.The iPr groups take up a bisected conformation with the Me groups directed toward the carbonyl group (A); the CH2tBu and CH2iPr groups take up perpendicular orientations.Diastereomeric forms of the latter (C and D) result when the rhodanine ring is monosubstituted in position 5.When R5 = Me, these forms have nearly the same energy, but when R5 = Ph, the rotamer with the tBu or iPr group on the opposite side of the ring plane (C) is favoured.The barriers to rotation of the CH2tBu group are similar in all compounds, approx. 40 kJ/mol, although slightly higher when R5 = Ph; those for CH2iPr groups are approx. 30 kJ/mol.The barrier in an analogous mesoionic 3-neopentyl compound is 45 kJ/mol.

The Crystal and Molecular Structure of 3-Isopropyl-5-phenylrhodanide

3-Isopropyl-5-phenylthiazolidin-4-one-2-thione crystallizes in the monoclinic space group P21.The structure has been determined by single crystal X-ray diffraction and refined to R=0.022 and Rw=0.025.The bond lengths of the CO-N-CS-S part are discussed in relation to MO calculations.The 3-isopropyl group is bisected by the thiazolidine ring plane , with the methyl groups turned towards the carbonyl oxygen, as expected from steric considerations.The thiazolidine and phenyl rings are practically planar with an 86.2 grad angle between the planes.