A Novel One-Pot Synthesis of N,N-Dimethylaminopyridines by Diazotization of Aminopyridines in Dimethylformamide in the Presence of Trifluoromethanesulfonic Acid; Russian Journal of Organic Chemistry; Vol. 56, iss. 6
| Parent link: | Russian Journal of Organic Chemistry.— , 2001- Vol. 56, iss. 6.— 2020.— [P. 1023-1028] |
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| Autor corporatiu: | |
| Altres autors: | , , , |
| Sumari: | Title screen Diazotization of aminopyridines in the presence of trifluoromethanesulfonic acid gives the corresponding pyridinyl trifluoromethanesulfonates instead of expected diazonium salts. Pyridinyl trifluoromethanesulfonates can be converted to N,N-dimethylaminopyridines on heating in dimethylformamide via replacement of the trifluoromethanesulfonyloxy group. The reaction is accelerated under microwave irradiation. A novel one-pot procedure has been proposed for the synthesis of 2- and 4-(dimethylamino)pyridines from commercially available aminopyridines. The procedure provides high yields of the target products, and it can be regarded as an alternative to the known methods of synthesis of N,N-dimethylpyridin-4-amine (DMAP) widely used as base catalyst in organic synthesis. Режим доступа: по договору с организацией-держателем ресурса |
| Idioma: | anglès |
| Publicat: |
2020
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| Matèries: | |
| Accés en línia: | https://doi.org/10.1134/S1070428020060093 |
| Format: | Electrònic Capítol de llibre |
| KOHA link: | https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=663063 |
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| 200 | 1 | |a A Novel One-Pot Synthesis of N,N-Dimethylaminopyridines by Diazotization of Aminopyridines in Dimethylformamide in the Presence of Trifluoromethanesulfonic Acid |f A. N. Sanzhiev, M. I. Potapova, E. A . Krasnokutskaya, V. D. Filimonov | |
| 203 | |a Text |c electronic | ||
| 300 | |a Title screen | ||
| 320 | |a [References: 32 tit.] | ||
| 330 | |a Diazotization of aminopyridines in the presence of trifluoromethanesulfonic acid gives the corresponding pyridinyl trifluoromethanesulfonates instead of expected diazonium salts. Pyridinyl trifluoromethanesulfonates can be converted to N,N-dimethylaminopyridines on heating in dimethylformamide via replacement of the trifluoromethanesulfonyloxy group. The reaction is accelerated under microwave irradiation. A novel one-pot procedure has been proposed for the synthesis of 2- and 4-(dimethylamino)pyridines from commercially available aminopyridines. The procedure provides high yields of the target products, and it can be regarded as an alternative to the known methods of synthesis of N,N-dimethylpyridin-4-amine (DMAP) widely used as base catalyst in organic synthesis. | ||
| 333 | |a Режим доступа: по договору с организацией-держателем ресурса | ||
| 461 | |t Russian Journal of Organic Chemistry |d 2001- | ||
| 463 | |t Vol. 56, iss. 6 |v [P. 1023-1028] |d 2020 | ||
| 610 | 1 | |a электронный ресурс | |
| 610 | 1 | |a труды учёных ТПУ | |
| 610 | 1 | |a aminopyridines | |
| 610 | 1 | |a diazotization | |
| 610 | 1 | |a pyridyl trifluoromethanesulfonates | |
| 610 | 1 | |a N,N-dimethylaminopyridines | |
| 610 | 1 | |a аминопиридины | |
| 610 | 1 | |a диазотипия | |
| 701 | 1 | |a Sanzhiev |b A. N. |c chemist |c Associate Scientist of Tomsk Polytechnic University |f 1993- |g Aldar Nikolaevich |3 (RuTPU)RU\TPU\pers\46735 |9 22371 | |
| 701 | 1 | |a Potapova |b M. I. |g Marina Igorevna | |
| 701 | 1 | |a Krasnokutskaya |b E. A . |c organic chemist |c Professor of Tomsk Polytechnic University, Doctor of chemical sciences |f 1966- |g Elena Aleksandrovna |3 (RuTPU)RU\TPU\pers\31829 |9 15924 | |
| 701 | 1 | |a Filimonov |b V. D. |c Russian chemist |c Professor of the TPU |f 1945- |g Viktor Dmitrievich |3 (RuTPU)RU\TPU\pers\26423 |9 12127 | |
| 712 | 0 | 2 | |a Национальный исследовательский Томский политехнический университет |b Инженерная школа новых производственных технологий |b Научно-образовательный центр Н. М. Кижнера |3 (RuTPU)RU\TPU\col\23556 |
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