4328-22-7Relevant articles and documents
Reaction of Dialkyl Dithiophosphates with Arylhydrazones of Mesoxalodinitrile and with Ethyl Cyanohydrazonoacetate
Rymareva,Torgasheva,Zelikhover,Bel'skii
, p. 1417 - 1423 (2007/10/03)
Dialkyl hydrogen dithiophosphates add in mild conditions to the nitrile group of arylhydrazones of mesoxalodinitrile and of ethyl cyanohydrazonoacetate to give 2-R-2-(arylhydrazono)-N-(dialkylphosphinothioyl)thioacetamides, 2-R-2-(arylhydrazono)-2-cyanoth
PRODUCTS OF THE ALKALINE HYDROLYSIS OF S-CHLOROMETHYL AND S-(N-ETHOXYCARBONYL-N-METHYLCARBAMOYLMETHYL) O,O-DIETHYLPHOPHORODITHIOATE
Hudson, Harry R.,Lynch, Vincent P.,Pianka, Max,Soares, Vera M.
, p. 277 - 281 (2007/10/02)
The alkaline hydrolysis of S-chloromethyl O,O-diethyl phosphorodithioate (chlormephos) and of S-(N-ethoxycarbonyl-N-methylcarbamoylmethyl) O,O-diethyl phosphorodithioate (mecarbam) may involve attack by hydroxide ion at phosphorus with phosphorus-sulfur cleavage, at the substituted S-methyl carbon atom with sulfur-carbon cleavage or, in the case of mecarbam, at the carbonyl carbon atom with carbonyl-nitrogen cleavage.Further reaction of the initially-formed O,O-diethyl hydrogen phosphorodithioate with chlormephos may lead to the formation of additional products.
N,N'-BIS(1-CHLOROALKYL)CARBODIIMIDES. IV. REACTIONS WITH O,O-DIALKYL DITHIOPHOSPHITES
Fetyukhin, V. N.,Vovk, M. V.,Samarai, L. I.
, p. 571 - 573 (2007/10/02)
In a a number of cases the reaction of N,N'-bis(1-chloroalkyl)carbodiimides with O,O-dialkyl dithiophosphates takes place abnormally with retention of the carbodiimide structure in the reaction products.
Reaction of Carbodiimides with Phosphorothioic, Phosphorodithioic, and Phosphoroselenoic Acids: Products, Intermediates, and Steps
Mikolajczyk, Marian,Kielbasinski, Piotr,Basinski, Wlodzimierz
, p. 899 - 908 (2007/10/02)
The reaction of the title acids with dicyclohexylcarbodiimide (DDC) used in a 2:1 ratio was found to give a complex mixture of products consisting of thio(seleno)pyrophosphates, thiolo(selenolo)phosphates, thiono(selenono)phosphates, dicyclohexylthiourea (DCTU), and a polymeric alkyl metaphosphate.When both reaction components are mixed in a 1:1 ratio, N-phosphoryl-N,N'-dicyclohexylthio(seleno)ureas (B) were formed.The formation of equimolar adducts (B) was also observed with other dialkyl- and diarylcarbodiimides.The spectral properties (especially the value of 3JP-H) and reactivity of these adducts are strongly dependent on their conformation.The distinct conformational differences between the adducts B derived from DCC and diisopropylcarbodiimide (DiPC) and those obtained from dibenzylcarbodiimide (DBC) and diarylcarbodiimides were revealed by X-ray analysis of the selected N-phosphorylthioureas.By means of low temperature FT 31P NMR spectra it was demonstrated that the adducts (B) arise from the first formed unstable S(Se)-phosphorylisothio(seleno)ureas (A) as a result of S(Se)->N-phosphoryl migration.The differences in ability of the phosphoryl group to undergo S(Se)->N and O->N 1,3-shifts are briefly described.N-Phosphorylthio(seleno)ureas (B) obtained from DCC and DiPC, in contrast to those prepared from DBC and diarylcarbodiimides, reacted with a second thio(seleno)acid molecule.Crossover experiments and the use of O,O-diethyl phosphorothioate containing 35S-labeled sulfur showed that the adducts (B) are in equilibrium with their unstable isomers (A), the latter being active phosphorylating agents.The formation of the final reaction products was rationalized in terms of the threedirectional attack of the thioacid anion at the phosphorus, alkoxy carbon, and central carbon atoms of the protonated adduct (A).
REACTIONS OF DIALKYL DITHIOPHOSPHORIC AND DIPHENYLDITHIOPHOSPHORIC ACIDS WITH THIOCYANATES
Zimin, M. G.,Kamalov, R. M.,Cherkasov, R. A.,Pudovik, A. N.
, p. 371 - 378 (2007/10/02)
The interaction between phosphorus(IV) dithio acid partial esters and thiocyanates proceeds with initial formation of addition products to the CN bond.These adducts are either split by the second molecule of dithio acid to S-alkyl dithiocarbamates and tetraalkyl trithiophosphates or rearrange into dialkyl N-thiophosphoryldithiocarbamates.The latter easily split off the thiols and convert to isothiocyanatothiophosphates.A number of thiophosphorylated and diphosphorylated thioureas were synthesized by the reaction of isothiocyanatothiophosphates with amines and α-aminoalkylphosphonates.
