Bicyclic amidines and their use as catalysts

Bicyclic amidines and their use as catalysts

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: DAUM, ULRICH, WERBITZKY, OLEG, BREGY, RACHEL
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Sprache:eng ; fre ; ger
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CHEMISTRY
HETEROCYCLIC COMPOUNDS
METALLURGY
ORGANIC CHEMISTRY
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creator DAUM, ULRICH
WERBITZKY, OLEG
BREGY, RACHEL
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. 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.</description><edition>7</edition><language>eng ; fre ; ger</language><subject>CHEMISTRY ; HETEROCYCLIC COMPOUNDS ; METALLURGY ; ORGANIC CHEMISTRY</subject><creationdate>2001</creationdate><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=20011010&amp;DB=EPODOC&amp;CC=EP&amp;NR=0869127B1$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,778,883,25551,76302</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=20011010&amp;DB=EPODOC&amp;CC=EP&amp;NR=0869127B1$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>DAUM, ULRICH</creatorcontrib><creatorcontrib>WERBITZKY, OLEG</creatorcontrib><creatorcontrib>BREGY, RACHEL</creatorcontrib><title>Bicyclic amidines and their use as catalysts</title><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&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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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. 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.</abstract><edition>7</edition><oa>free_for_read</oa></addata></record>
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subjects CHEMISTRY
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METALLURGY
ORGANIC CHEMISTRY
title Bicyclic amidines and their use as catalysts
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