Fremgangsmåde til fremstilling af bicycliske amidiner

Fremgangsmåde til fremstilling af bicycliske amidiner

Bicyclic amidines of formula (I) prepn. comprises: a) heating a lactone of formula (II) to at least 150 degrees C., with an at least equimolecular amt. of an amine of formula (III): b) isolating the prod. by distn., without isolation of an intermediate: (III) H2N-B-NH2. A = CR R -CR R -CR R -, -CR R...

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Hauptverfasser: ULRICHDAUM, BREGY, RACHEL, OLEGWERBITZKY
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CHEMISTRY
HETEROCYCLIC COMPOUNDS
METALLURGY
ORGANIC CHEMISTRY
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BREGY, RACHEL
OLEGWERBITZKY
description Bicyclic amidines of formula (I) prepn. comprises: a) heating a lactone of formula (II) to at least 150 degrees C., with an at least equimolecular amt. of an amine of formula (III): b) isolating the prod. by distn., without isolation of an intermediate: (III) H2N-B-NH2. A = CR R -CR R -CR R -, -CR R -CR R -CR R6-CR R , -CR R -CR R -CR R - CR R -CR R ; B = CR R -CR R -, -CR R -CR R -CR R , -CR R -CR R -CR R -CR R ; R , R and R = H, 1-4C alkyl opt. substd. with OH or amino, aryl or 1-4C alkylamino or mercapto; and R and R - = H, 1-4C alkyl, aryl, OH, amino, 1-4C alkylamino or mercapto, or 1-4C alkyl substd. with OH, amino or 1-4C alkylamino or mercapto. Also claimed are: (a) a bicyclic amidine; (b) new cpd.: 3-amino-2,3,4,6,7,8-hexahydropyrrolo(1,2-a)-pyrimidine (IV); (c) 3-(aminomethyl)2,5,6,7-tetrahydro-3H-pyrrolo(1,2-a)imidazole (V); and (d) 3-(aminomethyl)-3,2,3,4,6,7,8-hexahydropyrrolo(1,2-a)pyrimidine (VI); and (e) use of a bicyclic amidine as a catalyst.
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A = CR R -CR R -CR R -, -CR R -CR R -CR R6-CR R , -CR R -CR R -CR R - CR R -CR R ; B = CR R -CR R -, -CR R -CR R -CR R , -CR R -CR R -CR R -CR R ; R , R and R = H, 1-4C alkyl opt. substd. with OH or amino, aryl or 1-4C alkylamino or mercapto; and R&lt;3-10&gt; and R - = H, 1-4C alkyl, aryl, OH, amino, 1-4C alkylamino or mercapto, or 1-4C alkyl substd. with OH, amino or 1-4C alkylamino or mercapto. 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subjects CHEMISTRY
HETEROCYCLIC COMPOUNDS
METALLURGY
ORGANIC CHEMISTRY
title Fremgangsmåde til fremstilling af bicycliske amidiner
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