Synthesis of heterocyclic Compounds, XXXVII. Preparation of 4, 6??Diaryl??1, 2??dihydro??2??thioxo??3, 5??pyridinedicarbonitriles and Related Compounds

MJR Encinas, C Seoane, JL Soto

Index: Encinas, Maria Jesus Rubio; Seoane, Carlos; Soto, Jose L. Liebigs Annalen der Chemie, 1984 , # 2 p. 213 - 222

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Citation Number: 7

Abstract

Abstract 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 ...