109658-31-3

Upstream product

• 500-22-1 3-pyridinecarboxaldehyde 
• 7357-70-2 Cyanothioacetamide 
• 67-64-1 acetone 
• 3594-37-4 nicotinoylacetone 

Downstream Products

• 120195-33-7 2-Benzylthio-6-methyl-4-(3-pyridyl)pyridin-3-carbonitrile 

Relevant academic research and scientific papers

Synthesis of 3-cyano-6-methyl-4-pyridyl and 3-cyano-4-methyl-6-pyridyl-pyrid-2(1H)-ones

The reaction of the asymmetric substituted 1,3-diketones 1 and 2 with cyanoacetamide (5) and cyanothioacetamide (6), respectively, gave the 4-pyridyl substituted A/8, C/11 and C/12, respectively, as main products; besides the 6-pyridyl substituted pyridone B/9 was formed as main product.As by-products the 6-pyridyl substituted B/10, D/13 and D/14 were found as well as the 4-pyridyl substituted A/7.The separation of the pyridones and thiopyridones succeeded by fractionated crystallization.The reaction of the thiopyridones C/11 and C/12 with ethyl chloroacetate gave the corresponding thienopyridines 15 and 16, respectively.The confirmation of the structures of the isomeric pyridones A/7, B/9 and A/8, B/10, respectively, as well as the thiopyridones C/11, D/13 and C/12, D/14, respectively, was provided by analytical methods, as 13C-NMR-, mass- and UV-VIS-spectra.

CYCLIZATION OF NITRILES. XXI. SUBSTITUTED 4-(3-PYRIDYL)- AND 4-(4-PYRIDYL)-3-CYANO-2(1H)-PYRIDINETHIONES

The reaction of pyridylmethylenecyanothioacetamides with carbonyl compounds, enamines, and enamino ketones gave substituted 4-(3-pyridyl)- and 4-(4-pyridyl)-3-cyano-2(1H)-pyridinethiones and their hydrogenated analogs.The direction of the transformation is determined by the structure of the initial reagents.From a detailed study of the reactions a method was developed for the synthesis of derivatives of 4-(3-pyridyl)- and 4-(4-pyridyl)-3-cyano-2(1H)-pyridinethiones involving three-component condensation of aldehydes of the pyridine series, carbonyl compounds, and cyanothioacetamide.