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Investigation of the reactions of fluorinated isatins and N ‐acetylisatins with thiocarbohydrazide: Synthesis of a novel spiro system: 2‐oxo‐1′,2′,4′,5′‐tetrahydrospiro[3 H ‐indole‐3,3′‐1,2,4,5‐tetrazine]‐6′‐thione
Author(s) -
Joshi Krishna C.,
Jain Renuka,
Dandia Anshu,
Sharma Vandana
Publication year - 1986
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570230120
Subject(s) - chemistry , tetrazine , acetic acid , indole test , aqueous solution , elemental analysis , aqueous medium , nuclear chemistry , organic chemistry , medicinal chemistry
A novel system 2‐oxo‐1′,2′,4′,5′‐tetrahydrospiro[3 H ‐indole‐3,3′‐1,2,4,5‐tetrazine]‐6′‐thione has been synthesized by the treatment of fluorinated isatins with thiocarbohydrazide in aqueous ethanolic medium. Under exactly similar conditions, N ‐acetylisatin gave exclusively thiocarbohydrazone. The spiro product, on treatment with acetic acid, gave fluorinated isoindigo. Characterization of these products have been done by elemental analyses, ir, pmr and mass spectral studies.