63500-82-3

Upstream product

• 4104-75-0 1-methyl-1-phenylthiourea 
• 105-39-5 chloroacetic acid ethyl ester 
• 17823-27-7 2-(phenylimino)thiazolidin-4-one 
• 74-88-4 methyl iodide 
• 78951-21-0 Cesium salt of 2-Phenylimino-4-thiazolidinone 
• 78966-86-6 Potassium salt of 2-Phenylimino-4-thiazolidinone 
• 67-56-1 methanol 
• 2724-69-8 1-methyl-3-phenylthiourea 
• 74386-42-8 sodium salt of 2-phenyliminothiazolidin-4-one 
• 77-78-1 dimethyl sulfate 
• 78951-20-9 C₉H₇N₂OS^(1-)*Li⁽¹⁺⁾ 

Relevant academic research and scientific papers

SO2F2-Mediated N-Alkylation of Imino-Thiazolidinones

The N-alkylation of ambident and weakly nucleophilic imino-thiazolidinones has been developed via substitution with alkyl fluorosulfonates. These reactive electrophiles are obtained through the transformation of nontoxic, economic, and commercially availa

Rhodium complex containing ortho-position carborane Schiff base ligand as well as preparation method and application thereof

The invention relates to a rhodium complex containing an ortho-position carborane Schiff base ligand as well as a preparation method and application thereof. The rhodium complex is prepared by the following steps: reacting ortho-position carborane diforma

Discovery and optimisation studies of antimalarial phenotypic hits

There is an urgent need for the development of new antimalarial compounds. As a result of a phenotypic screen, several compounds with potent activity against the parasite Plasmodium falciparum were identified. Characterization of these compounds is discussed, along with approaches to optimise the physicochemical properties. The in vitro antimalarial activity of these compounds against P. falciparum K1 had EC50 values in the range of 0.09e29 mM, and generally good selectivity (typically >100-fold) compared to a mammalian cell line (L6). One example showed no significant activity against a rodent model of malaria, and more work is needed to optimise these compounds.

REACTIVITY AND TAUTOMERISM OF AZOLIDINES. XLIV. EFFECT OF TEMPERATURE AND THE CONCENTRATION OF THE NUCLEOPHILE ON THE RATIO OF THE YIELDS OF ISOMERIC PRODUCTS FROM METHYLATION OF 2-PHENYLIMINOTHIAZOLIDIN-4-ONE SODIUM SALT WITH DIMETHYL SULFATE IN ACETONITRILE

The effect of the concentration of the nucleophile and the reaction temperature on the direction of the reaction of 2-phenyliminothiazolidin-4-one sodium salt with dimethyl sulfate in acetonitrile was investigated in the range of 5-75 deg C.The ratio of isomeric products from methylation of the ambident anion does not depend on the temperature with a degree of dissociation of more than 0.7 in the initial sodium salt.It was shown that the difference in the formation rates of the isomers is determined by a difference in the entropies of activation at the N2' and N3 reaction centers, whereas the corresponding enthalpies of activation are equal.

REACTIVITY AND TAUTOMERISM OF AZOLIDINES. XLIII. KINETICS OF THE METHYLATION OF 2-PHENYLIMINO-4-THIAZOLIDINONE SODIUM SALT WITH DIMETHYL SULFATE IN ACETONITRILE

The kinetics of the methylation of 2-phenylimino-4-thiazolidinone sodium salt with dimethyl sulfate in acetonitrile were studied at 5, 15, and 25 deg C.In acetonitrile the sodium salt exists as an equilibrium mixture of free ions and intimate ion pairs.The reaction rate constants of the free ions were determined by means of Acree's equation.The intimate ion pairs are practically nonreactive particles.The thermodynamic activation parameters were determined from the temperature dependence of the methylation rate constants of the free ions.

REACTIVITY AND TAUTOMERISM OF AZOLIDINES. XXXIX. ALKYLATION OF ALKALI-METAL SALTS OF 2-ARYLIMINOTHIAZOLIDIN-4-ONES IN THE SOLID PHASE

The effects of the counterion, the substituted group of the alkylating agent, and the substituent at the para position of the benzene ring on the direction of alkylation of the alkali-metal salts of 2-aryliminothiazolidin-4-ones in the solid phase were investigated.The ratio of the isomeric products from alkylation at the N2' and N3 nitrogen atoms with variations of the counterion and the substituted group varies in accordance with the principle of "hard" and "soft" acids and bases.The logarithms of the N2'/N3 ratios correlate with the Hammett ? constants.

REACTIVITY AND TAUTOMERISM OF AZOLIDINES. XXXV. DUAL REACTIVITY OF AMBIDENT ANIONS OF 2-ARYLIMINOTHIAZOLIDIN-4-ONES

The kinetics of the dual reaction of sodium salts of 2-aryliminothiazolidin-4-ones with dimethyl sulfate and methyl iodide in methanol at 25 deg C were studied.The overall methylation rate constant k1, the partial methylation constants at each reaction center k2 and k3 and their ratio k2/k3 obey the Hammet and Broensted equations.The contributions from the basicity and polarizability to the nucleophilicity of each reaction center were evaluated by means of the Edwards equation.

REACTIVITY AND TAUTOMERISM OF AZOLIDINES. XXXVI. EFFECT OF THE NATURE OF ALKYLATING AGENT AND SOLVENT ON THE DUAL REACTIVITY ON THE AMBIDENT ANIONS OF 2-ARYLIMINOTHIAZOLIDIN-4-ONES

Increase in the "hardness" of the alkylating agent leads to an increase in the degree of reaction at the cyclic nitrogen atom of the thiazolidine ring.The effect of the solvent on the direction of methylation is due to the solvating ability both with respect to the cation and with respect to the ambident anion.