2,4-Diamino-5-(5-amino-3-oxo-2,3-dihydro-1<i>H</i>-pyrazol-4-yl)-5<i>H</i>-chromeno[2,3-<i>b</i>]pyridine-3-carbonitrile
The one-pot synthesis methodology has become the leading atom-economical approach for various chemical transformations in a single pot, without purifying intermediate compounds. Chromeno[2,3-<i>b</i>]pyridines are an important class of heterocyclic compounds with versatile biological pro...
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| Format: | Article |
| Language: | English |
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MDPI AG
2022-07-01
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| Online Access: | https://www.mdpi.com/1422-8599/2022/3/M1399 |
| _version_ | 1797484419898933248 |
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| author | Yuliya E. Ryzhkova Michail N. Elinson |
| author_facet | Yuliya E. Ryzhkova Michail N. Elinson |
| author_sort | Yuliya E. Ryzhkova |
| collection | DOAJ |
| description | The one-pot synthesis methodology has become the leading atom-economical approach for various chemical transformations in a single pot, without purifying intermediate compounds. Chromeno[2,3-<i>b</i>]pyridines are an important class of heterocyclic compounds with versatile biological profiles and other different applications The 5-aminopyrazole system represents a significant heterocyclic template that has gained considerable interest because of its long history of use in the pharmaceutical and agrochemical industries. In this communication, the one-pot transformation of salicylaldehyde, malononitrile dimer, and 2-cyanoacetohydrazide in an ethanol/pyridine mixture was investigated to provide 2,4-diamino-5-(5-amino-3-oxo-2,3-dihydro-1<i>H</i>-pyrazol-4-yl)-5<i>H</i>-chromeno[2,3-<i>b</i>]pyridine-3-carbonitrile in good yield. The structure of the novel compound was confirmed by means of elemental analysis, mass-, nuclear magnetic resonance, and infrared spectroscopy. |
| first_indexed | 2024-03-09T23:03:53Z |
| format | Article |
| id | doaj.art-524fd54c57cb4484ab58af866bbff125 |
| institution | Directory Open Access Journal |
| issn | 1422-8599 |
| language | English |
| last_indexed | 2024-03-09T23:03:53Z |
| publishDate | 2022-07-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molbank |
| spelling | doaj.art-524fd54c57cb4484ab58af866bbff1252023-11-23T17:57:14ZengMDPI AGMolbank1422-85992022-07-0120223M139910.3390/M13992,4-Diamino-5-(5-amino-3-oxo-2,3-dihydro-1<i>H</i>-pyrazol-4-yl)-5<i>H</i>-chromeno[2,3-<i>b</i>]pyridine-3-carbonitrileYuliya E. Ryzhkova0Michail N. Elinson1N. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, 47 Leninsky Prospekt, 119991 Moscow, RussiaN. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, 47 Leninsky Prospekt, 119991 Moscow, RussiaThe one-pot synthesis methodology has become the leading atom-economical approach for various chemical transformations in a single pot, without purifying intermediate compounds. Chromeno[2,3-<i>b</i>]pyridines are an important class of heterocyclic compounds with versatile biological profiles and other different applications The 5-aminopyrazole system represents a significant heterocyclic template that has gained considerable interest because of its long history of use in the pharmaceutical and agrochemical industries. In this communication, the one-pot transformation of salicylaldehyde, malononitrile dimer, and 2-cyanoacetohydrazide in an ethanol/pyridine mixture was investigated to provide 2,4-diamino-5-(5-amino-3-oxo-2,3-dihydro-1<i>H</i>-pyrazol-4-yl)-5<i>H</i>-chromeno[2,3-<i>b</i>]pyridine-3-carbonitrile in good yield. The structure of the novel compound was confirmed by means of elemental analysis, mass-, nuclear magnetic resonance, and infrared spectroscopy.https://www.mdpi.com/1422-8599/2022/3/M1399one-pot processsalicylaldehydemalononitrile dimer2-cyanoacetohydrazidechromeno[2,3-<i>b</i>]pyridine |
| spellingShingle | Yuliya E. Ryzhkova Michail N. Elinson 2,4-Diamino-5-(5-amino-3-oxo-2,3-dihydro-1<i>H</i>-pyrazol-4-yl)-5<i>H</i>-chromeno[2,3-<i>b</i>]pyridine-3-carbonitrile Molbank one-pot process salicylaldehyde malononitrile dimer 2-cyanoacetohydrazide chromeno[2,3-<i>b</i>]pyridine |
| title | 2,4-Diamino-5-(5-amino-3-oxo-2,3-dihydro-1<i>H</i>-pyrazol-4-yl)-5<i>H</i>-chromeno[2,3-<i>b</i>]pyridine-3-carbonitrile |
| title_full | 2,4-Diamino-5-(5-amino-3-oxo-2,3-dihydro-1<i>H</i>-pyrazol-4-yl)-5<i>H</i>-chromeno[2,3-<i>b</i>]pyridine-3-carbonitrile |
| title_fullStr | 2,4-Diamino-5-(5-amino-3-oxo-2,3-dihydro-1<i>H</i>-pyrazol-4-yl)-5<i>H</i>-chromeno[2,3-<i>b</i>]pyridine-3-carbonitrile |
| title_full_unstemmed | 2,4-Diamino-5-(5-amino-3-oxo-2,3-dihydro-1<i>H</i>-pyrazol-4-yl)-5<i>H</i>-chromeno[2,3-<i>b</i>]pyridine-3-carbonitrile |
| title_short | 2,4-Diamino-5-(5-amino-3-oxo-2,3-dihydro-1<i>H</i>-pyrazol-4-yl)-5<i>H</i>-chromeno[2,3-<i>b</i>]pyridine-3-carbonitrile |
| title_sort | 2 4 diamino 5 5 amino 3 oxo 2 3 dihydro 1 i h i pyrazol 4 yl 5 i h i chromeno 2 3 i b i pyridine 3 carbonitrile |
| topic | one-pot process salicylaldehyde malononitrile dimer 2-cyanoacetohydrazide chromeno[2,3-<i>b</i>]pyridine |
| url | https://www.mdpi.com/1422-8599/2022/3/M1399 |
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