87992-47-0Relevant academic research and scientific papers
Modifications on tetrahydropyridin-4-ylidene ammonium salts and their antiprotozoal activities
Mohsin, Noor-ul-Amin,Seebacher, Werner,Faist, Johanna,Kretschmer, Nadine,Bauer, Rudolf,Saf, Robert,Kaiser, Marcel,M?ser, Pascal,Weis, Robert
, p. 801 - 812 (2018)
Abstract: A new series of tetrahydropyridin-4-ylidene ammonium salts was prepared by a sequence of reactions including Dimroth rearrangements and selective reductions. All new compounds were characterized by UV–Vis spectroscopy, FT-IR spectroscopy, HRMS,
Synthesis of new tetrahydropyridinylidene ammonium salts and their antiprotozoal potency
Seebacher, Werner,Faist, Johanna,Weis, Robert,Saf, Robert,Belaj, Ferdinand,Kaiser, Marcel,Brun, Reto
, p. 1299 - 1308 (2015/08/18)
Several new tetrahydropyridinylidene ammonium salts were prepared by selective reduction. They were characterized using UV-Vis spectroscopy, FT-IR spectroscopy, and HRMS. Their structure was established by NMR spectroscopy and a single X-ray structure ana
Syntheses of 1-Substituted 4-Amino-2(1H)-pyridinethione by Dimroth-Reaction of 2,4-Diaminothiopyranylium Halogenides
Schweiger, Klaus
, p. 581 - 592 (2007/10/02)
4-Amino-2-alkylimino-2H-thiopyranes (5) and 4-amino-2-alkylaminothiopyranylium halogenides (4) resp. on heating in refluxing D M F A are rearranged in the presence of Na-ethylate to 1-alkyl-4-aminodihydro-2(1H)-pyridinethiones (2).Also 2-methylthiothiopyranylidenammonium iodides (6) and 2-methylthio-4H-thiopyrane-4-one (7) can be transformed into 1-substituted 2(1H)-pyridinethiones (2) by heating in prim. amines.On treatment with alkali, 4-dimethylaminothiopyranylium iodide (4a) is transformed into its base 5a and hydrolyzed to 8. 5a and 8 are rearranged to the pyridinethiones 2a and the tautomers 9 A, B.The structure of the rearranged pyridinethiones 2 was proved by the 1-phenylderivate 2a.Thus 4-methyl-3-penten-2-on reacts with phenylthiourea via the phenylimino-1,3-thiazine (14) to give 3-phenyl-2(1H)pyridinethione (15). 15 is transformed by the methylpyrimidine-pyridine-rearrangement to the 1-phenylpyridinethione 2a.The mechanism of the Dimroth-reaction of 2-alkylimino-2H-thiopyranes (5) and the stereochemistry of the 1-benzyl-6-phenyl-2(1H)-pyridinethiones 2 are discussed. - Keywords: Conformational analysis of benzyl phenyl 2(1H) pyridinethiones; Dimroth-reaction; Keto-enol-tautomerism of 1-substituted 4-hydroxy-2(1H)-pyridinethiones; 2-Methylthiothiopyranylidenammonium iodides and 2-methylthio-4H-thiopyrane-4-one, reaction with primary amines
