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Synthesis of some new spiro hetero cyclic nitrogen compounds part 2



Synthesis of some new spiro hetero cyclic nitrogen compounds part 2



Zeitschrift fuer Naturforschung Teil B Anorganische Chemie Organische Chemie 33(12): 1515-1519



Owing to the potential medicinal importance of azetidin-2-ones that have the lactam N atom at a ring junction the interest of various groups has been directed in our laboratory towards synthesizing the so-called functionally substituted spiro .beta.-lactams. The observations on chemotherapeutic efficiency of 4-thiazolidones as local anesthetic and anticonvulsant agents, are of interest and justify a detailed study of the toxicological properties of the most active compounds. The synthesis of spiro-.gamma.-amino(or .gamma.-chloro)-.beta.-lactams and spiro-4-thiazolidones by the cycloaddition reaction of 3-isatylidene anil derivatives, phthalylglycyl chloride (or chloroacetyl chloride) and/or mercaptoacetic acid was investigated. 3-Isatylidene anils were prepared by the reaction of isatine with substituted aniline, .alpha.-naphthylamine, 2-aminothiazoles, 2-aminothiadiazoles and 2-aminopyridine, respectively.

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