66078-55-5

Upstream product

• 2524-06-3 O,O-diisopropyl chlorothiophosphate 
• 2227-79-4 benzenecarbothioamide 
• 67-56-1 methanol 
• 100-47-0 benzonitrile 
• 107-56-2 O,O-diisopropyl hydrogen phosphorodithioate 
• 64-19-7 acetic acid 
• 825-60-5 benzimidic acid ethyl ester 

Downstream Products

• 132363-38-3 [1-(2-Cyano-ethylsulfanyl)-1-phenyl-meth-(Z)-ylidene]-thiophosphoramidic acid O,O'-diisopropyl ester 
• 132333-04-1 3-{[(Z)-Diisopropoxy-thiophosphorylimino]-phenyl-methylsulfanyl}-propionic acid 
• 106834-08-6 <α<(diisopropoxyphosphinothioyl)imino>benzylthio>acetonitrile 
• 132333-03-0 3-{[(Z)-Diisopropoxy-thiophosphorylimino]-phenyl-methylsulfanyl}-propionic acid methyl ester 
• 128342-61-0 N-diisopropoxythiophosphoryl-S-methylbenzimidothioate 
• 42461-48-3 O,O-Diisopropyl-S-(benzylformimidoyl)-dithiophosphonat 
• 140702-06-3 ethyl N-((di-i-propoxy)phosphinothioyl)benzimidoate 
• 83615-21-8 mercury(II) bis{N-(diisopropoxyphosphinothioyl)thiobenzamide} 
• 83614-15-7 bis(N-diisopropoxythiophosphorylthiobenzamido)copper(II) 
• 729573-12-0 gold(III) N-[bis(isopropoxy)-thiophosphoryl]thiobenzamidebis(pentafluorophenyl) 
• 1246609-31-3 C₁₃H₁₉NO₂PS₂^(1-)*C₂₄H₂₀P⁽¹⁺⁾ 
• 1380596-75-7 C₁₃H₁₉NO₃PS^(1-)*C₂₄H₂₀P⁽¹⁺⁾ 
• 3808-08-0 diisopropyl N-benzoylphosphoramidate 
• 444087-37-0 bis(N-diisopropoxythiophosphorylthiobenzamide)copper(II) 

Relevant academic research and scientific papers

CONVERSION OF NITRILES TO THIOAMIDES UNDER THE ACTION OF THE BINARY THIONYLATING SYSTEM PHOSPHORUS DITHIOACID-ALCOHOL

Binary systems of phosphorus dithioacid-methanol and phosphorus pentasulfide-methanol are effective hydrosulfonating systems for the conversion of aromatic nitriles to the corresponding primary thioamides.In ternary systems nitrile-phosphorus dithioacid-alcohol from one to four parallel processes can occur.The structure of the phosphorus dithioacids has little effect, whereas the structures of the nitrile and alcohol substantially influence both the rate of the processes and the possible pathway.The reactivity of alcohols in these reactions drops with increasing volume of the hydrocarbon radical.

REACTION OF DIISOPROPYLDITHIOPHOSPHORIC ACID WITH BENZONITRILE IN THE PRESENCE OF A THIRD COMPONENT

Reaction in the three component systems nitrile-dithiophosphorus acid-phenol or carboxylic acid proceeds by three routes, all of which include the initial stage of formation of imidoyldithiophosphates.The latter forms stable products by isomerization with 1,3-S->N migration of the thiophosphoryl group and by decomposition under the influence of dithiophosphorus acids, phenol, or carboxylic acid.When aniline or methyl iodide is used as the third component the reaction proceeds by a different route and leads to the formation, respectively, of amidine dithiophosphate salts or a mixture of methylation products.

THE REACTION OF NITRILES WITH O,O-DIALKYL-DITHIOPHOSPHORIC ACIDS

Nitriles react with dialkyldithiophosphoric acids 2a-c to give a mixture of corresponding thioamides and O,O-dialkyl-N-thioacetyl-phosphoroamidothioates 3a-e.The structure of compounds 3 are elucidated chemically and from electronic spectra.The yield of thioamides are improved from the reaction of nitriles with compound 2b in presence of water.Mechanistic consideration on the formation of the products are discussed.

STUDIES ON ORGANOPHOSPHORUS COMPOUNDS PART 55 THE TRANSFORMATION OF NITRILES TO THIOAMIDES WITH O,O-DIALKYLDITHIOPHOSPHORIC ACID

The reaction between nitriles and O,O-dialkyldithiophosphoric acid (2) under anhydrous conditions produces O,O-diethyl-N-thiobenzoylamidophosphate (5), contrary to literature.When water is present the same reaction gives the corresponding thioamides in reasonable to good yields.Mechanistic considerations and spectral data are presented for the products.