129115-49-7Relevant academic research and scientific papers
Synthesis, characterization, and reactions of pyridine-3-carbonitrile derivatives
Abdel-Fattah,Elneairy,Gouda,Attaby
scheme or table, p. 1592 - 1614 (2009/06/18)
2-Thioxopyridine-3-carbonitrile derivatives 6a-c reacted with several halogen containing reagents 7a-d to afford the corresponding thieno[2,3-b]pyridine derivatives 9a-l, respectively. Thieno[2,3-b]pyridines 9c, g,k used for the preparation of their corresponding carbohydrazide derivatives 10a-c which in turn, used as good synthons for the synthesis of N-phenylmethylenethieno[2,3-b]pyridine-2-carbohydrazides 13a-c, pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidinones 15a-c, 16a-c and 17 and 1,3,4-oxadiazole-2-thiols 20a-c and 21a-c via their reactions with benzaldehyde or benzylidenemalononitrile, triethylorthoformate and carbon disulfide followed by hydrazine hydrate respectively. Considering the data of IR, 1H NMR, mass spectra, and elemental analyses elucidated the chemical structures of the newly synthesized heterocyclic compounds. Copyright Taylor & Francis Group, LLC.
STEREOCHEMICAL ASPECTS OF FORMATION OF SUBSTITUTED HYDROGENATED 3-(1-PYRIDINIO)-6-PYRIDINETHIOLATES AND SYNTHESIS OF 4,6-DIARYL-3-CYANO-2(1H)-PYRIDINETHIONES ON THEIR BASIS
Shestopalov, A. M.,Sharanin, Yu. A.,Promonenkov, V. K.
, p. 317 - 322 (2007/10/02)
Regioselective and stereoselective methods were developed for the synthesis of 2-hydroxy-2,4-diaryl-3-(1-pyridinio)-5-cyano-3,4-trans-1,2,3,4-tetrahydropyridine-6-thiolates on the basis of the reactions of cyanoacetamide with E-1-styrylpyridinium salts or aromatic aldehydes and 1-phenacylpyridinium bromide.The products exist in the half-chair conformation with the trans-diaxial arrangement of hydrogen atoms 3 and 4.The Michael adducts in the form of the anti conformers with the synclinal arrangement of the reaction centers act as intermediates.The obtained thiolateswere converted with high yields into 4,6-diaryl-3-cyano-2(1H)-pyridinethiones.
CYCLIZATION REACTIONS OF NITRILES. XXXVIII. THE STEREOSELECTIVE SYNTHESIS AND TRANSFORMATIONS OF 2-HYDROXY-2,4-DIARYL-3-(1-PYRIDINO)-5-CYANO-3,4-TRANS-1,2,3,4-TETRAHYDROPYRIDINE-6-THIOLATES
Shestopalov, A. M.,Sharanin, Yu. A.,Rodinovskaya, L. A.,Litvinov, V. P.
, p. 1371 - 1375 (2007/10/02)
The reaction of arylmethylenecyanothioacetamides with N-phenacylpyridinium ylids or the three-component condensation of ylids, aromatic aldehydes, and cyanothioacetamide proceeds stereoselectively with the formation of 2-hydroxy-2,4-diaryl-3-(1-pyridino)-5-cyano-3,4-trans-1,2,3,4-tetrahydropyridine-6-thiolates, which are intermediates in the synthesis of 4,6-diaryl-3-cyanopyridine-2(1H)-thiones.The 6-thiolates obtained are found in half-chair conformation with trans-pseudoaxial arrangement of H3 and H4.
