1997
DOI: 10.1080/00397919708006825
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Synthesis of Steroidal Spiro-1′,2′,4′-triazolidine-3′-thiones

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1997
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Cited by 21 publications
(7 citation statements)
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“…The known steroidal thiosemicarbazones (4-6) were synthesized by a literature method [22] which involves the refluxing of an equimolar solution of steroidal ketones (1-3) and thiosemicarbazide in ethanol in the presence of few drops of HCl for 5 h. After cooling, the compounds were filtered and purified by recrystallization from methanol.…”
Section: General Methods For the Synthesis Of Steroidal Thiosemicarbazmentioning
confidence: 99%
“…The known steroidal thiosemicarbazones (4-6) were synthesized by a literature method [22] which involves the refluxing of an equimolar solution of steroidal ketones (1-3) and thiosemicarbazide in ethanol in the presence of few drops of HCl for 5 h. After cooling, the compounds were filtered and purified by recrystallization from methanol.…”
Section: General Methods For the Synthesis Of Steroidal Thiosemicarbazmentioning
confidence: 99%
“…Condensation of gonanone derivatives 188a – c with 20 in acidic media gave the corresponding thiosemicarbazones 189a – c . Oxidative cyclization of thiosemicarbazones 189a – c with hydrogen peroxide yielded the corresponding (5 S )-10,13-dimethyl-17-octylhexadecahydrospiro-[cyclopenta[ a ]phenanthrene-6,3′-1,2,4triazolidine]-5′-thiones 190a – c in 66–78% yields ( Scheme 52 ) [ 79 ].…”
Section: Synthesis Of 124-triazole-3-thionesmentioning
confidence: 99%
“…1±7 These thiadiazolines have also been reported to be biologically active materials. 8±10 Here we report a novel and convenient preparation of some substituted steroidal (6R)-spiro-D 2' -1',3',4'-thiadiazolines in high yields by the acetylation of steroidal 6-ketone thiosemicarbazones 11 with acetic anhydride and pyridine at 80 8 8C. 100% conversion was observed on TLC which also showed formation of a single product.…”
mentioning
confidence: 92%