39123-60-9

Upstream product

• 5349-28-0 thiocyanato-acetic acid ethyl ester 
• 106-40-1 4-bromo-aniline 
• 111634-00-5 [3-(4-Bromo-phenyl)-thioureido]-acetic acid ethyl ester 
• 56-40-6 glycine 
• 1985-12-2 4-Bromophenyl isothiocyanate 

Downstream Products

• 351034-08-7 5-[1-Benzo[1,3]dioxol-5-yl-meth-(Z)-ylidene]-3-(4-bromo-phenyl)-2-thioxo-imidazolidin-4-one 
• 351034-10-1 3-(4-Bromo-phenyl)-5-[1-(4-dimethylamino-phenyl)-meth-(Z)-ylidene]-2-thioxo-imidazolidin-4-one 
• 351034-54-3 Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{1-(4-bromo-phenyl)-4-[1-(4-dimethylamino-2-methoxy-phenyl)-meth-(Z)-ylidene]-5-oxo-4,5-dihydro-1H-imidazol-2-ylsulfanyl}-tetrahydro-pyran-3-yl ester 
• 351034-37-2 3-(4-Bromo-phenyl)-5-[1-(4-dimethylamino-phenyl)-meth-(Z)-ylidene]-2-(2-methylsulfanyl-ethylsulfanyl)-3,5-dihydro-imidazol-4-one 
• 351034-12-3 3-(4-Bromo-phenyl)-5-[1-(4-dimethylamino-2-methoxy-phenyl)-meth-(Z)-ylidene]-2-thioxo-imidazolidin-4-one 
• 351034-07-6 3-(4-Bromo-phenyl)-5-[1-phenyl-meth-(Z)-ylidene]-2-thioxo-imidazolidin-4-one 

Relevant academic research and scientific papers

Three types of copper derivatives formed by CuCl2·2H2O interaction with (Z)-3-aryl-2-(methylthio)-5-(pyridine-2-ylmethylene)-3,5-dihydro-4 H -imidazol-4-ones

The reactions of (Z)-3-aryl-2-(methylthio)-5-(pyridine-2-ylmethylene)-3,5-dihydro-4H-imidazol-4-ones (3) with CuCl2·2H2O in the presence of a reducing solvent (alcohol or dimethylformamide (DMF)) produce three types of Cu-containing compounds: two Cu complexes with a composition of CuII(3)Cl2 (4) and CuI(3)Cl (5) as well as a salt (3 + H)+CuICl2- (6) in a 4?:?5?:?6 ratio depending on the substituent at the N(3) nitrogen atom of the ligand moiety. In non-reducing solvents (dimethyl sulfoxide (DMSO) and CHCl3/acetone), only complexes 4 were formed, All three Cu derivatives (4, 5, and 6) were characterized by single-crystal X-ray diffraction, UV/vis spectroscopy, and electrochemistry data. Convenient electrochemical and UV-vis spectral criteria were recorded, which made it possible to distinguish between the different Cu-containing compounds. Based on the electron spectroscopy and electron paramagnetic resonance (EPR) data, a possible scheme for the formation of compounds 4-6 was proposed, including the initial coordination of copper(ii) chloride with an organic ligand, the subsequent reduction of the resulting complex 4 by DMF with the formation of salt 6, and the further transition of salt 6 into the complex 5. This journal is

Microwave-assisted solid-state synthesis and characterization of thiohydantoin derivatives

A new and efficient solid-state method for the preparation of thiohydantoins is reported. With this method, twelve thiohydantoin compounds have been synthesized in good to excellent yields (81-92%). In addition, this method has the advantages of high yields, a cleaner reaction, simple methodology, and short reaction times. Copyright Taylor & Francis, Inc.

Glycosylation of 2-thiohydantoin derivatives. Synthesis of some novel S-alkylated and S-glucosylated hydantoins

3-Aryl-5-((Z)-arylidene)-3-aryl-2-(2-methylthioethyl)-2-thiohydantoins 3a-f and 3-aryl-5-((Z)-arylidene)-2-(2′,3′,4′,6′-tetra-O- acetyl-β-D-glucopyranosyl)-2-thiohydantoins 7a-n were prepared from the reaction of 3-aryl-5-((Z)-arylidene)-2-thiohydantoins

MECHANISM OF BASE-CATALYZED CYCLIZATION OF ETHYL N-(SUBSTITUTED AMINOCARBONYL)GLYCINATES

The cyclization rate constants have been measured of substituted ethyl N-(phenylaminocarbonyl)-, N-(alkylaminocarbonyl)-, and N-(phenylaminothiocarbonyl)glycinates RNHCXNHCH2CO2C2H5 (X=O,S).Logarithms of these constants increase with decreasing basicity of the amines down to the value of pKa(RNH2) = 5.5.The rate-limiting step of the reaction is formation of the tetrahedral intermediate.With ethyl N-(phenylaminocarbonyl)glycinates (whose pKa(RNH2) values are higher) this dependence, on the contrary, slightly decreases, and the acid-catalyzed splitting off of ethoxy group from the cyclic intermediate becomes rate-li miting.The cyclization rate of a series of ethyl N-(phenylaminothiocarbonyl)glycinates is practically independent of the pKa(RNH2) values, the change in the rate limiting step would take place at pH about 9.