Aromatic Amines in Organic Synthesis. Part II. <i>p</i>-Aminocinnamaldehydes
Ten derivatives of <i>p</i>-aminocinnamic aldehydes were prepared from the reaction of either aromatic amines with dimethylaminoacrolein or benzaldehydes with acetaldehyde. Their chemical structure and purity were verified by <sup>1</sup>H NMR, <sup>13</sup>C NMR...
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MDPI AG
2021-07-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/26/14/4360 |
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| author | Marek Pietrzak Beata Jędrzejewska |
| author_facet | Marek Pietrzak Beata Jędrzejewska |
| author_sort | Marek Pietrzak |
| collection | DOAJ |
| description | Ten derivatives of <i>p</i>-aminocinnamic aldehydes were prepared from the reaction of either aromatic amines with dimethylaminoacrolein or benzaldehydes with acetaldehyde. Their chemical structure and purity were verified by <sup>1</sup>H NMR, <sup>13</sup>C NMR and IR spectroscopic methods. We found that the synthesis applying dimethylaminoacrolein as the reagent gets better yields than the one based on the reaction with acetaldehyde. The yields of the cinnamic aldehydes varied according to the type of the amino group and the number and position of the substituents. The basic spectroscopic properties of the <i>p</i>-aminocinnamic aldehydes are also described since the compounds may be a precursor for the synthesis of dyes for diverse applications, e.g., in medicine and optoelectronics. |
| first_indexed | 2024-03-10T09:30:21Z |
| format | Article |
| id | doaj.art-40677a82c10c42658a984150e3422d5f |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-10T09:30:21Z |
| publishDate | 2021-07-01 |
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| series | Molecules |
| spelling | doaj.art-40677a82c10c42658a984150e3422d5f2023-11-22T04:32:37ZengMDPI AGMolecules1420-30492021-07-012614436010.3390/molecules26144360Aromatic Amines in Organic Synthesis. Part II. <i>p</i>-AminocinnamaldehydesMarek Pietrzak0Beata Jędrzejewska1Faculty of Chemical Technology and Engineering, UTP University of Sciences and Technology, Seminaryjna 3, 85-326 Bydgoszcz, PolandFaculty of Chemical Technology and Engineering, UTP University of Sciences and Technology, Seminaryjna 3, 85-326 Bydgoszcz, PolandTen derivatives of <i>p</i>-aminocinnamic aldehydes were prepared from the reaction of either aromatic amines with dimethylaminoacrolein or benzaldehydes with acetaldehyde. Their chemical structure and purity were verified by <sup>1</sup>H NMR, <sup>13</sup>C NMR and IR spectroscopic methods. We found that the synthesis applying dimethylaminoacrolein as the reagent gets better yields than the one based on the reaction with acetaldehyde. The yields of the cinnamic aldehydes varied according to the type of the amino group and the number and position of the substituents. The basic spectroscopic properties of the <i>p</i>-aminocinnamic aldehydes are also described since the compounds may be a precursor for the synthesis of dyes for diverse applications, e.g., in medicine and optoelectronics.https://www.mdpi.com/1420-3049/26/14/4360aromatic aldehydes<i>p</i>-aminocinnamaldehydeextended bond system |
| spellingShingle | Marek Pietrzak Beata Jędrzejewska Aromatic Amines in Organic Synthesis. Part II. <i>p</i>-Aminocinnamaldehydes Molecules aromatic aldehydes <i>p</i>-aminocinnamaldehyde extended bond system |
| title | Aromatic Amines in Organic Synthesis. Part II. <i>p</i>-Aminocinnamaldehydes |
| title_full | Aromatic Amines in Organic Synthesis. Part II. <i>p</i>-Aminocinnamaldehydes |
| title_fullStr | Aromatic Amines in Organic Synthesis. Part II. <i>p</i>-Aminocinnamaldehydes |
| title_full_unstemmed | Aromatic Amines in Organic Synthesis. Part II. <i>p</i>-Aminocinnamaldehydes |
| title_short | Aromatic Amines in Organic Synthesis. Part II. <i>p</i>-Aminocinnamaldehydes |
| title_sort | aromatic amines in organic synthesis part ii i p i aminocinnamaldehydes |
| topic | aromatic aldehydes <i>p</i>-aminocinnamaldehyde extended bond system |
| url | https://www.mdpi.com/1420-3049/26/14/4360 |
| work_keys_str_mv | AT marekpietrzak aromaticaminesinorganicsynthesispartiiipiaminocinnamaldehydes AT beatajedrzejewska aromaticaminesinorganicsynthesispartiiipiaminocinnamaldehydes |