{"id":12277,"date":"2023-02-13T04:19:39","date_gmt":"2023-02-12T20:19:39","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=12277"},"modified":"2023-02-13T04:19:39","modified_gmt":"2023-02-12T20:19:39","slug":"wamhoff-heinrich-et-al-published-their-research-in-journal-of-organic-chemistry-in-1994-cas-3528-58-3","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=12277","title":{"rendered":"Wamhoff, Heinrich et al. published their research in Journal of Organic Chemistry in 1994 | CAS: 3528-58-3"},"content":{"rendered":"<p>On the Synthesis of Zwitterionic Heteropolycyclic Pyrazoles by a Three-Component Reaction. Some Mechanistic Considerations was written by Wamhoff, Heinrich;Bamberg, Christian;Herrmann, Stefan;Nieger, Martin. And the article was included in Journal of Organic Chemistry in 1994.<a href=\"https:\/\/www.ambeed.com\/products\/3528-58-3.html\">COA of Formula: C5H9N3<\/a> This article mentions the following:<\/p>\n<p>The novel three-component reaction involving a heterocyclic iminophosphorane, an isocyanate, and a hetarene component is applied to an aromatic pyrazole iminophosphorane <strong>I<\/strong> and to an analogous pyrazolone derivative The hitherto unknown zwitterionic pyrazolo[3&#8242;,4&#8242;:4,5]pyrimido[6,1-a]isoquinolines, e.g. <strong>II<\/strong>, pyrazolo[3&#8242;,4&#8242;:4,5]pyrimido[6,1-a]phthalazine <strong>III<\/strong> and pyrazolo[3&#8242;,4&#8242;:4,5]pyrido[6,1-a]pyrimidines, e.g. <strong>IV<\/strong>, are obtained. Addnl., the novel cycloaddition products with triazolinediones, thepyrazolo[3,4-e][1,2,4]triazolo[1,2-a][1,2,4]triazinediones, e.g. <strong>V<\/strong>, are described. The isolation of a dihydro compound a phthalazinium salt supports a stepwise mechanism for the zwitterion formation. While the influence of the aromaticity of the iminophosphorane component appears to be negligible, the aromaticity of the hetarene component determines the limitations of this versatile reaction. X-ray structures of 3 products as well as UV-, MS-, and NMR-spectra and semiempirical calculations confirm the zwitterionic character of the reaction products. In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3<a href=\"https:\/\/www.ambeed.com\/products\/3528-58-3.html\">COA of Formula: C5H9N3<\/a>).<\/p>\n<p>1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3) belongs to pyrazole derivatives. Pyrazole and its derivatives are considered a pharmacologically important active scaffold that possesses almost all types of pharmacological activities.  The presence of both electronegative nitrogen atoms in the pyrazole ring reduces the electron density of the C3- and C5-positions leaving electron density of C4-position unaltered. Thus the C4-position is vulnerable to electrophilic attack. The C3 electrophilic-position may undergo deprotonation in the presence of a strong base leading to ring opening.<a href=\"https:\/\/www.ambeed.com\/products\/3528-58-3.html\">COA of Formula: C5H9N3<\/a><\/p>\n<p>Referemce:<br \/><a href=\"https:\/\/en.wikipedia.org\/wiki\/Pyrazole\">Pyrazole &#8211; Wikipedia<\/a>,<br \/><a href=\"https:\/\/www.sciencedirect.com\/topics\/chemistry\/pyrazoles\">Pyrazoles &#8211; an overview | ScienceDirect Topics<\/a><\/p>\n","protected":false},"excerpt":{"rendered":"<p>1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3) belongs to pyrazole derivatives. Pyrazole and its derivatives are considered a pharmacologically important active scaffold that possesses almost all types of pharmacological activities.  The presence of both electronegative nitrogen atoms in the pyrazole ring reduces the electron density of the C3- and C5-positions leaving electron density of C4-position unaltered. Thus the C4-position is vulnerable to electrophilic attack. The C3 electrophilic-position may undergo deprotonation in the presence of a strong base leading to ring opening.<a href=\"https:\/\/www.ambeed.com\/products\/3528-58-3.html\">COA of Formula: C5H9N3<\/a><\/p>\n","protected":false},"author":8,"featured_media":0,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[830,131],"tags":[128],"class_list":["post-12277","post","type-post","status-publish","format-standard","hentry","category-3528-58-3","category-pyrazoles-derivatives","tag-100-200"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v24.9 - https:\/\/yoast.com\/wordpress\/plugins\/seo\/ -->\n<title>Wamhoff, Heinrich et al. published their research in Journal of Organic Chemistry in 1994 | CAS: 3528-58-3 | pyrazoles-derivatives<\/title>\n<meta name=\"description\" content=\"On the Synthesis of Zwitterionic Heteropolycyclic Pyrazoles by a Three-Component Reaction. Some Mechanistic Considerations was written by Wamhoff, Heinrich;Bamberg, Christian;Herrmann, Stefan;Nieger, Martin. And the article was included in Journal of Organic Chemistry in 1994.COA of Formula: C5H9N3 This article mentions the following:\" \/>\n<meta name=\"robots\" content=\"index, follow, max-snippet:-1, max-image-preview:large, max-video-preview:-1\" \/>\n<link rel=\"canonical\" href=\"https:\/\/www.pyrazoles-derivatives.com\/?p=12277\" \/>\n<meta property=\"og:locale\" content=\"en_US\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"Wamhoff, Heinrich et al. published their research in Journal of Organic Chemistry in 1994 | CAS: 3528-58-3 | pyrazoles-derivatives\" \/>\n<meta property=\"og:description\" content=\"On the Synthesis of Zwitterionic Heteropolycyclic Pyrazoles by a Three-Component Reaction. Some Mechanistic Considerations was written by Wamhoff, Heinrich;Bamberg, Christian;Herrmann, Stefan;Nieger, Martin. 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