92825-35-9Relevant academic research and scientific papers
STUDIES ON ORGANOPHOSPHORUS COMPOUNDS XLVII PREPARATION OF THIATED SYNTHONS OF AMIDES, LACTAMS AND IMIDES BY USE OF SOME NEW P,S-CONTAINING REAGENTS
Yde, B.,Yousif, N. M.,Pedersen, U.,Thomsen, I.,Lawesson, S. -O.
, p. 2047 - 2052 (2007/10/02)
The thionation properties of 2,4-bismethylthio-1,3,2,4-dithiadiphosphetane 2,4-disulfide, 1, 2,4-bis(4-phenoxyphenyl)-1,3,2,4-dithiaphosphetane 2,4-disulfide, 2, 2,4-bis(4-phenylthiophenyl)-1,3,2,4-dithiaphosphetane 2,4-disulfide, 3, and 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiaphosphetane 2,4-disulfide (LR), 4, have been investigated on a series of amides, lactams and imides.The most remarkable feature is that 2, 3 and 4 thionate most amides and lactams in THF at room temperature (reaction time 5 min) to give the corresponding thionated compounds.Imides are easily thionated by 2, 3 and 4 in DME at 60 oC.The reactions of 1 with amides, imides and most lactams are run at 60 oC to give good yields of the corresponding thionated compounds.
Studies on organophosphorus compounds. XLV. Thiation of some sterically hindered N-nitrosamides
Joergensen, Karl Anker,Ghattas, Abdul-Badik,Lawesson, Sven-Olov
, p. 204 - 208 (2007/10/02)
Some sterically hindered N-nitrosamides have been prepared using sodium nitrite in aqueous acid solution.Reaction of these N-nitrosamides with 2,4-bis-(4-methoxyphenyl)-1,2,3,4-dithiadiphosphetane-2,4-disulfide (Lawesson's Reagent ) causes thiation of both the carbonyl and the nitroso groups followed by destruction of the nitroso group giving ultimately the corresponding thioamides and amides as the main products.Dihydro-2(3H)-thiophenone is isolated as a by-product when N-nitroso-dihydro-2(3H)-pyrrolidinone is reacted with LR.A mechanism for its formation is postulated.Thiation of the sterically hindered amides yields the thioamide as rotamers which in two cases could be separated by column chromatography.Ames test has been performed for some of the compounds.
