137303-07-2Relevant academic research and scientific papers
Synthesis of 5-Methylthio-2-thioxo-1,3-dithiole-4-carboxamides and -thiolesters, 3-Alkyl-5-bis(alkylthio)methylene-2-thioxo-1,3-thiazole-4(5H)-ones, and X-ray Analysis of 5-Methylthio-2-thioxo-1,3-dithiole-4-carboxyl N-methyl-anilide
Doelling, Wolfgang,Friedemann, Kerstin,Heinemann, Frank,Hartung, Helmut
, p. 1251 - 1257 (2007/10/02)
2-Thioxo-1,3-dithiole-4-carboxamide, 1,3-Dithiole-2-thione, 2-Thioxo-1,3-thiazole-4(5H)-one, Carbon Disulfide, Dithiocarboxylation 5-Methylthio-2-thioxo-1,3-dithiole-4-carboxamides (2a-e), the methyl 5-methylthio-2-thioxo-1,3-dithiole-4-carboxythiolate (9), and 3-alkyl-5-bis(alkylthio)methylene-2-thioxo-1,3-thiazole-4(5H)-ones (4a-f) are obtained by reaction of the corresponding N-substituted ethylxanthogen-acetamides (1,3,6) with carbon disulfide under basic conditions followed by alkylation. 5-Methylthio-2-thioxo-1,3-dithiole-4-carboxyl N-methyl-anilide (2d) was characterized by an X-ray crystal structure determination (space group , a = 877.3(1), b = 1111.1(2), c = 837.6(1) pm, α = 104.22(2), β = 110.41(1), γ = 69.64(2) deg, Z = 2, R = 0.039 for 1746 observed unique reflections).The α-oxoketene dithioacetal moiety of the molecule exhibits a noticeable derivation from planarity by a twist of the carbonyl group out of the ethylene plane and shows a short intramolecular S...O contact of 277.1(3) pm.
