Pyridines and Quinolines from 1,3-Dichloro-Trimethinecyanines Pyrimidine and Quinazoline from Azacyanine
A new synthesis of 2,4-bis(dialkylamino)-pyridines and quinolines is reported. Starting from primary aryl amines or aliphatic imines a mechanism via ynamine-amidines is followed if the cyanine Ia is used as reagent. When the cyanine is substituted, (I.R. ≠ H) it reacts well in high dilution conditi...
Saved in:
| Main Authors: | , , |
|---|---|
| Format: | Article |
| Language: | deu |
| Published: |
Swiss Chemical Society
1976-03-01
|
| Series: | CHIMIA |
| Online Access: | https://www.chimia.ch/chimia/article/view/9298 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1850283805519118336 |
|---|---|
| author | H.G. Viehe G.J. de Voghel F. Smets |
| author_facet | H.G. Viehe G.J. de Voghel F. Smets |
| author_sort | H.G. Viehe |
| collection | DOAJ |
| description |
A new synthesis of 2,4-bis(dialkylamino)-pyridines and quinolines is reported. Starting from primary aryl amines or aliphatic imines a mechanism via ynamine-amidines is followed if the cyanine Ia is used as reagent. When the cyanine is substituted, (I.R. ≠ H) it reacts well in high dilution conditions via the alternate intermediates XI and XII. In the same manner, the azacyanine XV forms the pyrimidine XVII and the quinazoline XVI.
|
| format | Article |
| id | doaj-art-2e43fea5859345c8abdffa587234c7d6 |
| institution | OA Journals |
| issn | 0009-4293 2673-2424 |
| language | deu |
| publishDate | 1976-03-01 |
| publisher | Swiss Chemical Society |
| record_format | Article |
| series | CHIMIA |
| spelling | doaj-art-2e43fea5859345c8abdffa587234c7d62025-08-20T01:47:42ZdeuSwiss Chemical SocietyCHIMIA0009-42932673-24241976-03-0130310.2533/chimia.1976.189Pyridines and Quinolines from 1,3-Dichloro-Trimethinecyanines Pyrimidine and Quinazoline from AzacyanineH.G. Viehe0G.J. de Voghel1F. Smets2Laboratoire de Chimie Organique, Univeisité de Louvain, BelgiumLaboratoire de Chimie Organique, Univeisité de Louvain, BelgiumLaboratoire de Chimie Organique, Univeisité de Louvain, Belgium A new synthesis of 2,4-bis(dialkylamino)-pyridines and quinolines is reported. Starting from primary aryl amines or aliphatic imines a mechanism via ynamine-amidines is followed if the cyanine Ia is used as reagent. When the cyanine is substituted, (I.R. ≠ H) it reacts well in high dilution conditions via the alternate intermediates XI and XII. In the same manner, the azacyanine XV forms the pyrimidine XVII and the quinazoline XVI. https://www.chimia.ch/chimia/article/view/9298 |
| spellingShingle | H.G. Viehe G.J. de Voghel F. Smets Pyridines and Quinolines from 1,3-Dichloro-Trimethinecyanines Pyrimidine and Quinazoline from Azacyanine CHIMIA |
| title | Pyridines and Quinolines from 1,3-Dichloro-Trimethinecyanines Pyrimidine and Quinazoline from Azacyanine |
| title_full | Pyridines and Quinolines from 1,3-Dichloro-Trimethinecyanines Pyrimidine and Quinazoline from Azacyanine |
| title_fullStr | Pyridines and Quinolines from 1,3-Dichloro-Trimethinecyanines Pyrimidine and Quinazoline from Azacyanine |
| title_full_unstemmed | Pyridines and Quinolines from 1,3-Dichloro-Trimethinecyanines Pyrimidine and Quinazoline from Azacyanine |
| title_short | Pyridines and Quinolines from 1,3-Dichloro-Trimethinecyanines Pyrimidine and Quinazoline from Azacyanine |
| title_sort | pyridines and quinolines from 1 3 dichloro trimethinecyanines pyrimidine and quinazoline from azacyanine |
| url | https://www.chimia.ch/chimia/article/view/9298 |
| work_keys_str_mv | AT hgviehe pyridinesandquinolinesfrom13dichlorotrimethinecyaninespyrimidineandquinazolinefromazacyanine AT gjdevoghel pyridinesandquinolinesfrom13dichlorotrimethinecyaninespyrimidineandquinazolinefromazacyanine AT fsmets pyridinesandquinolinesfrom13dichlorotrimethinecyaninespyrimidineandquinazolinefromazacyanine |