36797-15-6

Upstream product

• 934-87-2 S-phenyl thioacetate 
• 64-19-7 acetic acid 
• 122-79-2 Phenyl acetate 
• 75-15-0 carbon disulfide 
• 13464-19-2 phenyl chlorothioformate 

Downstream Products

• 5310-17-8 N-(p-tolyl)ethanethioamide 
• 5310-20-3 N-(4-chlorophenyl)ethanethioamide 
• 5310-18-9 N-(4-methoxyphenyl)thioacetamide 
• 58208-19-8 N-p-Methoxybenzyl-thioacetamid 
• 637-53-6 thioacetanilide 
• 14309-88-7 N-benzylthioacetamide 
• 137021-97-7 2-(1-hydroxyethyl)-pent-4-enedithioate de phenyle 
• 137021-97-7 2-(1-hydroxyethyl)-pent-4-enedithioate de phenyle 

Relevant academic research and scientific papers

Compound embodiments that release H2S by reaction with a reactive compound and methods of making and using the same

Disclosed herein are embodiments of a donor compound that releases H2S by reacting with a reactive compound. The donor compound embodiments described herein can be used to deliver H2S to a subject or a sample and further can be used to administer therapeutic agents. The donor compound embodiments also can facilitate bioconjugation. Methods of making and using the donor compound embodiments also are disclosed.

Kinetics and Mechanism of the Aminolysis of Phenyl Dithioacetates in Acetonitrile

The aminolysis reactions of phenyl dithioacetates with anilines (AN), N,N-dimethylanilines (DMA), and benzylamines (BA) in acetonitrile are investigated. The mechanism is relatively simple, involving a zwitterionic tetrahedral intermediate, T±, and is uncomplicated by the fast proton transfer step which may become rate limiting in the aminolysis of thiono and dithio esters and carbonates with poor leaving groups in water. The mechanism changes from rate-limiting expulsion of the leaving group with βX = 0.80-0.86 and βZ = -0.71 to -0.84 for ANs and DMAs to rate-limiting attack by the nucleophile with much smaller magnitudes of βX and βZ for BAs. The relatively large βXZ values for the former series and a smaller βXZ for the latter series support the proposed mechanistic change.

Reduction of Thionoesters to Ethers by Triorganotin Hydrides

Esters 1 are efficiently deoxygenated to the corresponding ethers 3 in two steps by first conversion to the thionoesters 2 and subsequent reduction of these by triorganotin hydrides.

A New Rapid Synthesis of Phenyl Dithiocarboxylates

The otherwise difficultly accessible phenyl dithiocarboxylates are prepared in good yields by the reaction of S-phenyl carbonochloridothioate with halomagnesium or sodium dithiocarboxylates.

STUDIES ON ORGANOPHOSPHORUS COMPOUNDS XLVIII Synthesis of Dithioesters from P,S-Containing Reagents and Carboxylic Acids and Their Derivatives

2,4-Bismethylthio-1,3,2,4-dithiadiphosphetane 2,4-disulfide, IIa, is prepared from O,O-dimethyldithiophosphoric acid, Ia, and P4S10 at 160 deg C. 2,4-Bis(4-phenoxyphenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide, IIc, and 2,4-bis(4-phenyl-thiolphenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide, IId, are prepared at 160 deg C from P4S10 and diphenylether and diphenylsulfides, respectively.Carboxylic acids RCOOH (R=CH3, C2H5, n-C3H7, n-C4H9, C6H5CH2, C6H5) react with compound Ia at 130 deg C to give the corresponding methyl dithioesters.Carboxylic acids RCOOH (R=C6H5-CH2, C6H5) react with compound Ib at 200 deg C for 15 min to give the corresponding ethyl dithioesters, while low boiling acids (R=CH3, C2H5, n-C3H7) yielded mixtures of the corresponding ethyl dithioester and ethyl carboxylate.Carboxylic acid chlorides RCOCl (R=ClCH2, C2H5, t-C4H9, C6H5CH2, C6H5, p-NO2C6H4) react with compound IIa at 80 deg C to give the corresponding methyl dithioesters in good yields.S-Substituted thioesters react with IIc at 85 deg C to give the corresponding dithioesters in good yields.Dihydro-2(3H)-furanone, VI, and 5-methyl-2(3H)-furanone, VII, react with IIa at 80 deg C to give dihydro-2(3H)-thiophenethione, VIII and 2,2'-dithiobis(5-methyl thiophene), IX, respectively.Also XI reacts with IIa, IIc, and IId to give VIII in nearly quantitative yields.