4-(2,5-Dimethyl-1<i>H</i>-pyrrol-1-yl)-1,2,5-oxadiazol-3-amine
1,2,5-Oxadiazol-3-amines with a heterocyclic substituent in the 4-position are being intensively investigated as compounds with valuable pharmacological activity. In this communication, the reaction of 1,2,5-oxadiazole-3,4-diamine with 2,5-hexanedione was shown to selectively give 4-(2,5-dimethyl-1&...
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| Format: | Article |
| Language: | English |
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MDPI AG
2023-07-01
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| Series: | Molbank |
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| Online Access: | https://www.mdpi.com/1422-8599/2023/3/M1700 |
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| author | Natalia V. Obruchnikova Oleg A. Rakitin |
| author_facet | Natalia V. Obruchnikova Oleg A. Rakitin |
| author_sort | Natalia V. Obruchnikova |
| collection | DOAJ |
| description | 1,2,5-Oxadiazol-3-amines with a heterocyclic substituent in the 4-position are being intensively investigated as compounds with valuable pharmacological activity. In this communication, the reaction of 1,2,5-oxadiazole-3,4-diamine with 2,5-hexanedione was shown to selectively give 4-(2,5-dimethyl-1<i>H</i>-pyrrol-1-yl)-1,2,5-oxadiazol-3-amine as a product of the Paal–Knorr reaction. The structure of the synthesized compound was established by elemental analysis, high-resolution mass spectrometry, <sup>1</sup>H and <sup>13</sup>C NMR, and IR spectroscopy. |
| first_indexed | 2024-03-10T22:26:07Z |
| format | Article |
| id | doaj.art-6d0a131929c7445f9ed4bc1389c29e7c |
| institution | Directory Open Access Journal |
| issn | 1422-8599 |
| language | English |
| last_indexed | 2024-03-10T22:26:07Z |
| publishDate | 2023-07-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molbank |
| spelling | doaj.art-6d0a131929c7445f9ed4bc1389c29e7c2023-11-19T12:06:50ZengMDPI AGMolbank1422-85992023-07-0120233M170010.3390/M17004-(2,5-Dimethyl-1<i>H</i>-pyrrol-1-yl)-1,2,5-oxadiazol-3-amineNatalia V. Obruchnikova0Oleg A. Rakitin1N. 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, Russia1,2,5-Oxadiazol-3-amines with a heterocyclic substituent in the 4-position are being intensively investigated as compounds with valuable pharmacological activity. In this communication, the reaction of 1,2,5-oxadiazole-3,4-diamine with 2,5-hexanedione was shown to selectively give 4-(2,5-dimethyl-1<i>H</i>-pyrrol-1-yl)-1,2,5-oxadiazol-3-amine as a product of the Paal–Knorr reaction. The structure of the synthesized compound was established by elemental analysis, high-resolution mass spectrometry, <sup>1</sup>H and <sup>13</sup>C NMR, and IR spectroscopy.https://www.mdpi.com/1422-8599/2023/3/M17001,2,5-oxadiazoles1,2,5-oxadiazole-3,4-diaminePaal–Knorr reaction2,5-hexanedione |
| spellingShingle | Natalia V. Obruchnikova Oleg A. Rakitin 4-(2,5-Dimethyl-1<i>H</i>-pyrrol-1-yl)-1,2,5-oxadiazol-3-amine Molbank 1,2,5-oxadiazoles 1,2,5-oxadiazole-3,4-diamine Paal–Knorr reaction 2,5-hexanedione |
| title | 4-(2,5-Dimethyl-1<i>H</i>-pyrrol-1-yl)-1,2,5-oxadiazol-3-amine |
| title_full | 4-(2,5-Dimethyl-1<i>H</i>-pyrrol-1-yl)-1,2,5-oxadiazol-3-amine |
| title_fullStr | 4-(2,5-Dimethyl-1<i>H</i>-pyrrol-1-yl)-1,2,5-oxadiazol-3-amine |
| title_full_unstemmed | 4-(2,5-Dimethyl-1<i>H</i>-pyrrol-1-yl)-1,2,5-oxadiazol-3-amine |
| title_short | 4-(2,5-Dimethyl-1<i>H</i>-pyrrol-1-yl)-1,2,5-oxadiazol-3-amine |
| title_sort | 4 2 5 dimethyl 1 i h i pyrrol 1 yl 1 2 5 oxadiazol 3 amine |
| topic | 1,2,5-oxadiazoles 1,2,5-oxadiazole-3,4-diamine Paal–Knorr reaction 2,5-hexanedione |
| url | https://www.mdpi.com/1422-8599/2023/3/M1700 |
| work_keys_str_mv | AT nataliavobruchnikova 425dimethyl1ihipyrrol1yl125oxadiazol3amine AT olegarakitin 425dimethyl1ihipyrrol1yl125oxadiazol3amine |