Abstract
Abstract The relative thermal stability of lincomycin. HCl.H2O, lincomycin cyclamate, calcium cyclamate.2H2O, and sodium cyclamate was studied by differential thermal analysis and by thermogravimetric analysis. Lincomycin. HCl.H2O easily undergoes thermal degradation with the release of methyl mercaptan, but the cyclamate anion confers considerably greater thermal stability on the lincomycin moiety. Calcium cyclamate.2H2O was found to undergo a 2-step thermal dehydration analogous to that undergone by CaSO4.2H2O, including termination in the formation of CaSO4· Grating infrared spectra are reproduced for lincomycin.HCl.H2O, cyclohexylsulfamic acid (cyclamic acid), sodium cyclamate, and calcium cyclamate.2H20. Principal group frequencies are assigned with the aid of deuterium exchange studies and thermal dehydration limits. Infrared characteristics of derivatives of sulfamic acid are described for the first time and evidence is presented for the trans amide configuration in lincomycin. HCl.H2O.
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