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.
Encinas, Maria Jesus Rubio,Seoane, Carlos,Soto, Jose L.
p. 213 - 222
(2007/10/02)
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.
a. Jesus,Seoane, Carlos,Soto, Jose L.
p. 783 - 786
(2007/10/02)
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