Synthesis of 2-aminochromene derivatives from 1-(2-imino-2H-chromen-3-yl)pyridin-1-ium perchlorates and nitromethane in basic medium
Novel 2-amino-4-(nitromethylidene)chromenes were obtained as a result of the reaction of 1-(2-imino-2 H -chromen-3-yl)pyridinium perchlorates and nitromethane by the action of DBU at reflux in trifluoroethanol. The starting 2-iminochromenes are readily accessible from the corresponding salicylic ald...
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| Veröffentlicht in: | Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2020-09, Vol.56 (9), p.1161-1166 |
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| container_issue | 9 |
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| container_title | Chemistry of heterocyclic compounds (New York, N.Y. 1965) |
| container_volume | 56 |
| creator | Storozhenko, Olga А. Yue, Xiaoyi Festa, Alexey А. Varlamov, Alexey А. Voskressensky, Leonid G. |
| description | Novel 2-amino-4-(nitromethylidene)chromenes were obtained as a result of the reaction of 1-(2-imino-2
H
-chromen-3-yl)pyridinium perchlorates and nitromethane by the action of DBU at reflux in trifluoroethanol. The starting 2-iminochromenes are readily accessible from the corresponding salicylic aldehydes and quaternary cyanomethyl pyridinium salts. The reaction is tolerant to substituents of different nature (alkyl, alkoxy, halogen); a limitation is the presence of strong electron-withdrawing substituents in the benzene ring of chromene. During the reaction, the products precipitate and can be isolated by filtration. |
| doi_str_mv | 10.1007/s10593-020-02793-3 |
| format | Article |
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H
-chromen-3-yl)pyridinium perchlorates and nitromethane by the action of DBU at reflux in trifluoroethanol. The starting 2-iminochromenes are readily accessible from the corresponding salicylic aldehydes and quaternary cyanomethyl pyridinium salts. The reaction is tolerant to substituents of different nature (alkyl, alkoxy, halogen); a limitation is the presence of strong electron-withdrawing substituents in the benzene ring of chromene. During the reaction, the products precipitate and can be isolated by filtration.</abstract><cop>New York</cop><pub>Springer US</pub><doi>10.1007/s10593-020-02793-3</doi><tpages>6</tpages></addata></record> |
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| language | eng |
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| source | Springer Nature - Complete Springer Journals |
| subjects | Aldehydes Benzene Chemistry Chemistry and Materials Science Chlorates Nitriles Nitromethane Organic Chemistry Perchlorates Pharmacy |
| title | Synthesis of 2-aminochromene derivatives from 1-(2-imino-2H-chromen-3-yl)pyridin-1-ium perchlorates and nitromethane in basic medium |
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