- 2,4-Diaminodihydropyridines (Heterocyclic Compounds, 67. Comm.)
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Aminolysis of 4-alkylamino- and 4-dialkylamino-2-methylthiodihydropyridines (*Hl) 1, 2 resp. under various reaction-condition leads to assymmetrically or symmetrically substituted 2,4-bisalkylamino- or 2,4-bisdialkylamino- and 2-alkylamino-4-dialkylamino- or 2-dialkylamino-4-alkylaminodihydropyridines 3, 4, 5, 6 resp.On treatment with alkali only the aminogroup in pos.4 of the pyridines 3, 4, 5, 6 is hydrolyzed and 4-hydroxy-2-aminopyridines 9 are formed.Different substituted 2,4-diaminodihydropyridines 3, 4, 5, 6 can also be synthesized by reaction of 4-hydroxy-2-aminopyridines (*HCl) 9 with amines.Also the aminolysis of 4-alkylamino- and 4-dialkylaminodihydropyridinthiones 7, 8 resp. is described. - Keywords: 2-Alkylamino-4-dialkylamino-5,6-dihydropyridines, synthesis; Alkyl- and arylaminopyridine derivatives, reaction with prim. and sec. amines; Aminolysis of alkyl-, and arylaminopyridine derivatives; 2,4-Bisalkylamino-5,6-dihydropyridines, synthesis; 2,4-Bisdialkylamino-5,6-dihydropyridines, synthesis; 2-Dialkylamino-4-alkylamino-5,6-pyridines, synthesis.
- Schweiger, Klaus,Zigeuner, Gustav
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p. 459 - 468
(2007/10/02)
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- 4-Hydroxy-6,6-dimethyl-5,6-dihydro-2(1H)-pyridinethione and -one and the Corresponding Tautomers
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The tautomers, 4-hydroxy-5,6-dihydro-6,6-dimethyl-2(1H)-pyridinethione (1) and 6,6-dimethyl-2-thioxo-4-piperidone (2) resp., and 4-hydroxy-5,6-dihydro-6,6-dimethyl-2(1H)-pyridone (9) and 6,6-dimethyl-2,4-piperidinedione (10) resp. were synthesized by hydrolysis of 4-amino-5,6-dihydro-6,6-dimethyl-2(1H)-pyridinethiones (4,5) and -ones (11,12). 1,2 and 9,10 undergo an aminolysis in amines to the corresponding 4-aminodihydro-2(1H)-pyridinethiones 4,5 and -ones 11, 12 resp. - Keywords: 6,6-Dimethyl-2,4-piperidindione; 6,6-Dimethyl-2-thioxo-4-piperidone; 4-Hydroxy-6,6-dimethyl-5,6-dihydro-2(1H)-pyridone, and -pyridinethione; Keto-enol-tautomeris m
- Zigeuner, Gustav,Schweiger, Klaus,Fuchsgruber, Alfred
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p. 187 - 198
(2007/10/02)
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