3354-40-3Relevant articles and documents
Sulfur-Containing Heterocycles Derived by Reaction of ω-Keto Amides with Lawesson's Reagent
Nishio, Takehiko
, p. 1207 - 1214 (2007/10/03)
The reaction of ω-keto amides with Lawesson's reagent (LR: 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide) is described. Treatment of 3-keto amides (2-acylacetamides) 1 with LR gave the corresponding 3-keto thioamides 2, along with 1,2-dithiole-3-thiones 3. Treatment of 4-keto amides, 3-acyl propionamides 5, with LR yielded five-membered heterocycles, pyrroles 6 and/or 2-aminothiophenes 7. 5-Keto amides, 3-benzoyl butyramides 8, reacted with LR to give dihydrothiopyran-2-thione 9 as the sole product, but in low yield. 2-Acylbenzamides 10 also reacted with LR to afford 3-mercaptoisoindolin-2-ones 11 or dihydroisobenzothiophene-1-thiones 12.
HIGH-TEMPERATURE ORGANIC SYNTHESIS. XXXIV. THERMOLYSIS OF DIBUTYL POLYSULFIDES
Sukhomazova, E. N.,Turchaninova, L. P.,Korchevin, N. A.,Deryagina, E. N.,Voronkov, M. G.
, p. 1059 - 1062 (2007/10/02)
The main liquid product from the thermolysis of dibutyl polysulfides (C4H9)2Sn at 500-550 deg C is thiophene (maximum yield 43 percent with n = 3).The most thermally labile is dibutyl tetrasulfide, which decomposes even at 250 deg C.Above 350 deg C the tetrasulfide is also converted into 5-methyl-1,2-dithiole-3-thione, the yield of which amounts to 5-6percent.During the thermolysis of dibutyl disulfide in the presence of acetylene even at 400 deg C thiophene is formed with a yield of 70percent but in a mixture with benzene (yield 25 percent).
