75239-01-9

Upstream product

• 78482-15-2 3,5-dicyano-4-(p-chlorophenyl)-6-phenyl-3,4-dihydro-2-pyridone 
• 75238-82-3 3,5-dicyano-6-hydroxy-4-(p-chlorophenyl)-6-phenyl-2-piperidone 
• 86625-32-3 1,2-Dihydro-4-(4-chlorophenyl)-6-phenyl-2-thioxo-3,5-pyridinedicarbonitrile 
• 86625-42-5 2-Methylthio-4-(4-chlorophenyl)-6-phenyl-3,5-pyridinedicarbonitrile 
• 20412-92-4 (E)-2-benzoyl-3-(4-chlorophenyl)acrylonitrile 
• 20412-92-4 2-(4-chlorobenzoyl)-3-phenylacrylonitrile 

Downstream Products

• 86625-32-3 1,2-Dihydro-4-(4-chlorophenyl)-6-phenyl-2-thioxo-3,5-pyridinedicarbonitrile 

Relevant academic research and scientific papers

Synthesis of Heterocyclic Compounds, XXXVII Preparation of 4,6-Diaryl-1,2-dihydro-2-thioxo-3,5-pyridinedicarbonitriles and Related Compounds

The reaction of cyanothioacetamide (1) with α-benzoylcinnamonitriles 2 in basic ethanolic solution leads to 4,6-diaryl-1,2-dihydro-2-thioxo-3,5-pyridinedicarbonitriles 3 together with the disulfides 4.Treatment of 4 with 2-mercaptoethanol causes transformation into 3 which can lead to 4 upon reaction with either iodine-potassium iodide or dimethyl sulfoxide-trifluoroacetic acid.Methylation of 3 or 4 yields the expected methylthiopyridines 5.On the other hand, reaction of 3 with methyl chloroacetate allows the preparation of thienopyridines 8.

SYNTHESIS OF HETEROCYCLIC COMPOUNDS XXXV THIOPYRIDONES FROM α-BENZOYLCINNAMONITRILES

2-Pyridothiones (IV) are obtained from the reaction of α-bonzoylcinnamonitriles (I) with cyanothioacetamide (II).Disulphides V result as well from the reaction.Transformation of IV into V and of V into IV, as well as methylation of IV and their hydrolytic conversion into pyridones VI are also described.Pyridones VI can also be obtained from methylthiopyridines VIII.

Ring Transformations of 4H-Pyrans. Pyridines from 2-Amino-4H-Pyrans

Ring transformations of 4H-pyrans into pyridines are reported.Treatment of 2-amino-4,6-diaryl-3,5-dicyano-4H-pyrans (I) with nitrosylsulfuric acid brings about their transformation into 3,5-dicyano-4,6-diaryl-2-pyridones (VI) which can also be obtained fr

SYNTHESIS OF HETEROCYCLIC COMPOUNDS XIX PREPARATION OF 4,6-DIARYL-3,5-DICYANO-2-PYRIDONES

Reaction of cyanoacetamide with α-benzoylcinnamonitriles (I) leads to a new series of 4,6-diaryl-3,5-dicyano-2-pyridones (IV). The initial Michael's addition is followed by a cyclization to a 6-hydroxy-2-piperidone ring (II), whose acid dehydration gives rise to 3,4-dihydro-2-pyridones (III).The latter are easily aromatized to 4,6-diaryl-3,5-dicyano-2-pyridones (IV) by treatment with sodium nitrite in sulfuric acid.