Synthesis of new guanidine derivatives from 2′,3′,4′,9′-tetrahydrospiro[piperidine-4,1′-[1H]pyrido[3,4-b]indole] |
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Authors: | Gy. Dom ny,T. Gizur,G. Barta-Szalai,I. Sch n,Cs. Sz ntay,B. Hegedü s |
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Affiliation: | Gy. Domány,T. Gizur,G. Barta-Szalai,I. Schön,Cs. Szántay,B. Hegedüs |
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Abstract: | The reaction of the isothiourea derivative 2 with methylaminc or pyrrolidine resulted in guanidines 3a-3b . Using hydrazine under the same conditions the tetrazole derivative 4 was obtained. On reacting 2 with piperidine, morpholine, methylhydrazine, phenylhydrazine, hydroxylamine or sodium hydroxide, cycliza-tion took place leading to the novel 4-cyanimino-1,2,3,4,6,7,12,12b-octahydro-3,12b-ethanopyrim-ido[1′,6′:1,2]pyrido[3,4-b]indole ( 5 ). Some structural aspects of 5 and other model compounds were analysed mainly by 13C nmr spectroscopy. |
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