22007-38-1

Upstream product

• 64-17-5 ethanol 
• 2284-20-0 4-Methoxyphenyl isothiocyanate 
• 29336-07-0 N-(4-methoxyphenyl)-N’-(4-nitrophenyl)thiourea 
• 1219-96-1 N-(p-methoxyphenyl)-N'-phenylthiourea 
• 1227-45-8 1,3-bis-(p-methoxyphenyl)thiourea 
• 3278-38-4 S-phenyl O-ethylxanthate 
• 104-94-9 4-methoxy-aniline 
• 19717-02-3 ethyl S-(4-methylphenyl) thiolcarbonate 
• 15151-78-7 ethyl S-(4-chlorophenyl) thiolcarbonate 
• 99358-06-2 S-nitrophenyl O-ethylxanthate 

Downstream Products

• 7451-55-0 ethyl 4-methoxyphenylcarbamate 

Relevant academic research and scientific papers

Syntheses of N-alkyl, A,N-dialkyl, and N-(4-substituted phenyl) O-ethyl thioncarbamates: A kinetic study

The kinetics of the syntheses of N-alkyl, N,N-dialkyl, and N-(4-substituted phenyl) O-ethyl thioncarbamates from sodium ethyl xanthogenacetate, ten alkylamines, and eight substituted anilines were studied at 25, 30, 35, and 40 °C. The reactions were found to follow second-order kinetics. The kinetic (Arrhenius) parameters, such as the activation energy and the frequency factor, as well as the Eyring parameters, such as the standard entropy, the standard Gibbs energy, and the standard enthalpy of activation, were calculated from the second-order rate constants. The mechanism of the reaction was postulated based on the kinetic studies presented and the optimization of the reaction mechanism using the MOPAC PM6 semi-empirical method.

Kinetics and mechanism of the aminolysis of O-ethyl S-aryl dithiocarbonates in acetonitrile

The aminolysis reactions of O-ethyl S-(Z-phenyl) dithiocarbonates (Z = p-CH3, H, p-Cl, and p-NO2) with anilines (AN) and N,N-dimethylanilines (DMA) in acetonitrile at 30.0 °C are investigated. Relatively small values of βx (βnuc, 0.4 ca. 0.7) and βz (βlg-0.1 ca. -0.4) for both ANs and DMAs, significantly large kH/kD values (1.1 ca. 1.9) involving deuterated anilines, and large negative ρxz values for ANs (-0.56) are interpreted to indicate a concerted mechanism for both ANs and DMAs but with a hydrogen bonded four-center type transition state (TS) for ANs. The relative leaving ability, k(Z = p-NO2)/k(Z = p-CH3), is smaller for ANs than for DMAs, especially for a weaker nucleophile (1.9 and 4.7 for AN and DMA, respectively, with X = p-Cl). This suggests that the rate enhancement by the hydrogen-bond formation in the four-center type TS for AN is greater for a weaker nucleofuge (Z = p-CH3), especially when the nucleophile (X = p-Cl) is weaker.

Ethanolysis of thioureas

In a study on the ethanolysis of thioureas it is demonstrated that N,N'-di- and trisubstituted aryl- and alkylarylthioureas when heated in ethanolic solution undergo fission to give N-arylthiocarbamic acid O-ethyl esters and amines. The reaction rates are depending on the nature of the substituents on the phenyl rings. Generally, the reactions are promoted by mineral acid.

Thiol- and thioncarbamates and process for preparing same

Thiol- and thioncarbamates are described. The thiol- and thioncarbamates are useful as antifertility agents.