2375-30-6Relevant academic research and scientific papers
ACYLATIONS OF PENTAFLUOROSULFANYLAMINE, SF5NH2. PART II. REACTIONS OF N-PENTAFLUOROSULFANYLCARBAMYLFLUORIDE, SF5NHC(O)F, AND N-PENTAFLUOROSULFANYLPERFLUOROSUCCINIMIDE,
Thrasher, Joseph S.,Howell, Jon L.,Clifford, Alan F.
, p. 431 - 442 (1984)
The carbamyl fluoride SF5NHC(O)F reacts with both H2O and H2S to give the urea (SF5NH)2CO.Evidence supports that this reaction proceeds through a mechanism involving dehydrofluorination; whereas, the reagents PhLi and PCl5 serve only to dehydrofluorinate SF5NHC(O)F.The ring of the cyclic imide can be readily opened by nucleophiles to give products such as SF5NHC(O)CF2CF2C(O)OH, SF5NHC(O)CF2CF2C(O)NH2, and SF5NHC(O)CF2CF2C(O)OCH3.Attempts to prepare analogous six- and seven-membered cyclic imides failed; however, mono- (SF5NHC(O)(CF2)3,4C(O)F) and disubstituted products (SF5NHC(O)(CF2)3,4C(O)NHSF5) were formed.The amide-acid fluorides are easily hydrolyzed by atmospheric moisture to the amide-acids SF5NHC(O)(CF2)3,4C(O)OH.
Reactions of N-Pentafluorosulfanylurethanes and Thiolurethanes with Phosphorus Pentachloride
Thrasher, Joseph S.,Clifford, Alan F.
, p. 593 - 596 (2007/10/02)
Urethanes of the type SF5NHC(O)OR react with PCl5 to give primarily SF5NCO.In only one case, where R = C6H5, was any evidence for an imine product observed.The corresponding reactions of SF5NHC(O)SR compounds give both SF5NCO and the imine product.The new compounds SF5N=C(Cl)SCH3 and SF5N=C(Cl)SC6H5 were identified by IR, NMR, and mass spectrometry.
