2420-60-2

Upstream product

• 100-01-6 4-nitro-aniline 
• 1005-56-7 phenylcarbonochloridothioate 
• 2131-61-5 p-nitrophenyl isothiocyanate 
• 108-95-2 phenol 

Downstream Products

• 2131-61-5 p-nitrophenyl isothiocyanate 
• 29806-58-4 N-benzyl-N’-(4-nitrophenyl)thiourea 
• 29336-07-0 N-(4-methoxyphenyl)-N’-(4-nitrophenyl)thiourea 
• 7669-49-0 N-(4-nitrophenyl)-N'-phenylthiourea 

Relevant academic research and scientific papers

Degradation in Aqueous Solution of O-Aryl N-Arylthioncarbamates to Aryloxide Ions and Isothiocyanates. A Study of Leffler's Assumption

Rate constants for the title reaction have been measured in both forward and reverse directions leading to rates and equilibrium constants for all steps in equation (i).The effects of varying the structures of Ar and Ar' on the equilibrium and rate constants were measured; identical Leffler-Grunwald indices (α=βF/βEQ=d log k/d log K) for the addition step are observed for variation in Ar and Ar' although individual β values are markedly different.Identical α parameters arising from different substituent interaction pathways to a single bond are required if the reaction conforms to the Leffler assumption; on this basis the α parameter is considered a good measure of transition-state structure relative to reactant- and product-states for the addition reaction. 'Effective charges' on the phenolic oxygen in the thioncarbamate and its conjugate base indicate considerable C(1+)-S(1-) character in the formal thioncarbamoyl bond.

Convenient synthesis of unsymmetrical N,N′-disubstituted thioureas in water

A simple and convenient two-step method has been developed and used to synthesise 25 (4 of which are novel) unsymmetrical N,N′-disubstituted thioureas in water. Alkylamines or variously substituted arylamines reacted smoothly with phenyl chlorothionoformate at room temperature to form thiocarbamates, which were then reacted with another alkyl- or arylamine in water at reflux to afford the unsymmetrical N,N′-disubstituted thioureas in good to excellent yields. Mild conditions, simple work-up, high yields as well as using water as solvent are the major advantages of the method.

Synthesis of isothiocyanates by reaction of amines with phenyl chlorothionoformate via one-pot or two-step process

A facile and efficient synthesis of isothiocyanates from amines is described. This method involves the reaction of amines with phenyl chlorothionoformate in the presence of solid sodium hydroxide by either a one-pot process or a two-step approach. The one-pot process is useful for preparing alkyl and electron-rich aryl isothiocyanates, whereas the two-step approach is more versatile, working very well not only for alkyl and electron-rich aryl isothiocyanates, but also for highly electron-deficient aryl and heterocyclic isothiocyanates. Georg Thieme Verlag Stuttgart, New York.

HYDROLYSIS KINETICS AND MECHANISM OF DIARYLTHIOCARBAMATES IN 20percent AQUEOUS DIOXANE MEDIUM

Substituted S-aryl and O-aryl N-arylthiocarbamates have been synthetized.Kinetic studies of hydrolysis of these compounds in 20percent aqueous dioxane prove the ElcB mechanism.The found Hammett reaction constants, activation entropy values, Broensted coefficients, and comparison of reactivity with N-methyl analogues have been discussed as criteria of the mentioned mechanism.Hydrolysis results of thiocarbamates and carbamates in the same medium are compared.