{"id":11784,"date":"2022-12-02T03:57:56","date_gmt":"2022-12-01T19:57:56","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=11784"},"modified":"2022-12-02T03:57:56","modified_gmt":"2022-12-01T19:57:56","slug":"van-alphen-j-s-team-published-research-in-recueil-des-travaux-chimiques-des-pays-bas-et-de-la-belgique-in-64-cas-14580-22-4","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=11784","title":{"rendered":"van Alphen, J.&#8217;s team published research in Recueil des Travaux Chimiques des Pays-Bas et de la Belgique  in 64 | CAS: 14580-22-4"},"content":{"rendered":"<p>van Alphen, J. published the artcile<b><i>The reaction between \u03b1-halogen ketones and derivatives of phenylhydrazine. I. The reactivity of the \ue303N:N\ue303C:C\ue303 group in \u03b1-phenylazocrotonic acid esters<\/i><\/b>,  <a href=\"https:\/\/www.ambeed.com\/products\/14580-22-4.html\">Application of 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone<\/a>,  the publication is  Recueil des Travaux Chimiques des Pays-Bas et de la Belgique (1945), 109-14, database is CAplus.<\/p>\n<p>\u03b1-Phenylazocrotonic acid (I) Et ester, prepared from 16.5 g. ClCH<sub>2<\/sub>CO<sub>2<\/sub>Et (II) in 60 ml. EtOH mixed with cooling with 10.8 g. PhNHNH<sub>2<\/sub> in 100 ml. EtOH and 13.6 g. crystallized NaOAc in 30 ml. H<sub>2<\/sub>O, seps. as red needles, m. 51\u00b0. After a long time 1-phenyl-3-methyl-4-phenylazo-5-pyrazolone (III), m. 158\u00b0, seps. from the mother liquor. I Me ester, prepared in the same manner, m. 46\u00b0 (from EtOH). When the Et ester was ozonized in CHCl<sub>3<\/sub> at 0\u00b0, then decomposed with ice and CaCO<sub>3<\/sub>, the CHCl<sub>3<\/sub> layer contained an oil which was reduced in EtOH with Al-Hg, yielding PhNHNHAc, thus proving the structure of I. Reduction of I (Raney Ni, H) yielded 4,4&#8242;-bi[1-phenyl-3-methylpyrazolone] (IV), which, boiled with FeCl<sub>3<\/sub>, gave the characteristic blue color of &#8220;pyrazolone blue&#8221; in CHCl<sub>3<\/sub>. I reduced in EtOH (Al-Hg) yielded 1-phenyl-3-methyl-5-pyrazolone (V). Bromination of I yielded tars. Bromination in small amounts in Et<sub>2<\/sub>O yielded 1-(4-bromophenyl)-3-methyl-4-bromo-5-pyrazolone, m. 171\u00b0. Me ester of I yielded the same product. Et ester of I reacted in dry Et<sub>2<\/sub>O with HCl to give a salt which, boiled with H<sub>2<\/sub>O, yielded 1-phenyl-3-methyl-4-chloro-5-pyrazolone (VI), m. 153\u00b0. Me ester of I yielded the same product. Heating VI with PhNHNH<sub>2<\/sub> yielded III. That the Cl had not entered the ring was shown by the preparation of 1-(4-chlorophenyl)-3-methyl-5-pyrazolone, m. 168\u00b0, and 1-(2-chlorophenyl)-3-methyl-5-pyrazolone, m. 109\u00b0. Et acetoacetate p-chlorphenylhydrazone, yellow needles, m. 111\u00b0. PhMgBr added to I gave a complex mixture of unidentifiable products. I does not add to maleic anhydride.<\/p>\n<p>Recueil des Travaux Chimiques des Pays-Bas et de la Belgique published new progress about 14580-22-4. 14580-22-4 belongs to pyrazoles-derivatives, auxiliary class Organic Pigment, name is 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, and the molecular formula is C25H47NO8, <a href=\"https:\/\/www.ambeed.com\/products\/14580-22-4.html\">Application of 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone<\/a>.<\/p>\n<p>Referemce:<br \/><a href=\"https:\/\/en.wikipedia.org\/wiki\/Pyrazole\">https:\/\/en.wikipedia.org\/wiki\/Pyrazole<\/a>,<br \/><a href=\"Pyrazole - Wikipedia\">Pyrazoles &#8211; an overview | ScienceDirect Topics<\/a><\/p>\n","protected":false},"excerpt":{"rendered":"<p>Recueil des Travaux Chimiques des Pays-Bas et de la Belgique published new progress about 14580-22-4. 14580-22-4 belongs to pyrazoles-derivatives, auxiliary class Organic Pigment, name is 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, and the molecular formula is C25H47NO8, <a href=\"https:\/\/www.ambeed.com\/products\/14580-22-4.html\">Application of 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone<\/a>.<\/p>\n","protected":false},"author":8,"featured_media":0,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[799,131],"tags":[716],"class_list":["post-11784","post","type-post","status-publish","format-standard","hentry","category-14580-22-4","category-pyrazoles-derivatives","tag-m-w200-250"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v24.9 - https:\/\/yoast.com\/wordpress\/plugins\/seo\/ -->\n<title>van Alphen, J.&#039;s team published research in Recueil des Travaux Chimiques des Pays-Bas et de la Belgique in 64 | CAS: 14580-22-4 | pyrazoles-derivatives<\/title>\n<meta name=\"description\" content=\"van Alphen, J. published the artcileThe reaction between \u03b1-halogen ketones and derivatives of phenylhydrazine. I. The reactivity of the \ue303N:N\ue303C:C\ue303 group in \u03b1-phenylazocrotonic acid esters, Application of 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, the publication is Recueil des Travaux Chimiques des Pays-Bas et de la Belgique (1945), 109-14, database is CAplus.\" \/>\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=11784\" \/>\n<meta property=\"og:locale\" content=\"en_US\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"van Alphen, J.&#039;s team published research in Recueil des Travaux Chimiques des Pays-Bas et de la Belgique in 64 | CAS: 14580-22-4 | pyrazoles-derivatives\" \/>\n<meta property=\"og:description\" content=\"van Alphen, J. published the artcileThe reaction between \u03b1-halogen ketones and derivatives of phenylhydrazine. I. The reactivity of the \ue303N:N\ue303C:C\ue303 group in \u03b1-phenylazocrotonic acid esters, Application of 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, the publication is Recueil des Travaux Chimiques des Pays-Bas et de la Belgique (1945), 109-14, database is CAplus.\" \/>\n<meta property=\"og:url\" content=\"https:\/\/www.pyrazoles-derivatives.com\/?p=11784\" \/>\n<meta property=\"og:site_name\" content=\"pyrazoles-derivatives\" \/>\n<meta property=\"article:published_time\" content=\"2022-12-01T19:57:56+00:00\" \/>\n<meta name=\"author\" content=\"Jessica.F\" \/>\n<meta name=\"twitter:card\" content=\"summary_large_image\" \/>\n<meta name=\"twitter:label1\" content=\"Written by\" \/>\n\t<meta name=\"twitter:data1\" content=\"Jessica.F\" \/>\n\t<meta name=\"twitter:label2\" content=\"Est. reading time\" \/>\n\t<meta name=\"twitter:data2\" content=\"2 minutes\" \/>\n<script type=\"application\/ld+json\" class=\"yoast-schema-graph\">{\"@context\":\"https:\/\/schema.org\",\"@graph\":[{\"@type\":\"WebPage\",\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/?p=11784\",\"url\":\"https:\/\/www.pyrazoles-derivatives.com\/?p=11784\",\"name\":\"van Alphen, J.'s team published research in Recueil des Travaux Chimiques des Pays-Bas et de la Belgique in 64 | CAS: 14580-22-4 | pyrazoles-derivatives\",\"isPartOf\":{\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/#website\"},\"datePublished\":\"2022-12-01T19:57:56+00:00\",\"author\":{\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/#\/schema\/person\/d9a9f27bed675392c6f363a01ffd49f1\"},\"description\":\"van Alphen, J. published the artcileThe reaction between \u03b1-halogen ketones and derivatives of phenylhydrazine. I. The reactivity of the \ue303N:N\ue303C:C\ue303 group in \u03b1-phenylazocrotonic acid esters, Application of 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, the publication is Recueil des Travaux Chimiques des Pays-Bas et de la Belgique (1945), 109-14, database is CAplus.\",\"breadcrumb\":{\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/?p=11784#breadcrumb\"},\"inLanguage\":\"en-US\",\"potentialAction\":[{\"@type\":\"ReadAction\",\"target\":[\"https:\/\/www.pyrazoles-derivatives.com\/?p=11784\"]}]},{\"@type\":\"BreadcrumbList\",\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/?p=11784#breadcrumb\",\"itemListElement\":[{\"@type\":\"ListItem\",\"position\":1,\"name\":\"\u9996\u9875\",\"item\":\"https:\/\/www.pyrazoles-derivatives.com\/\"},{\"@type\":\"ListItem\",\"position\":2,\"name\":\"van Alphen, J.&#8217;s team published research in Recueil des Travaux Chimiques des Pays-Bas et de la Belgique in 64 | CAS: 14580-22-4\"}]},{\"@type\":\"WebSite\",\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/#website\",\"url\":\"https:\/\/www.pyrazoles-derivatives.com\/\",\"name\":\"pyrazoles-derivatives\",\"description\":\"Several pyrazole derivatives possess important pharmacological activities and they have been proved useful materials in drug research. 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I. The reactivity of the \ue303N:N\ue303C:C\ue303 group in \u03b1-phenylazocrotonic acid esters, Application of 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, the publication is Recueil des Travaux Chimiques des Pays-Bas et de la Belgique (1945), 109-14, database is CAplus.","robots":{"index":"index","follow":"follow","max-snippet":"max-snippet:-1","max-image-preview":"max-image-preview:large","max-video-preview":"max-video-preview:-1"},"canonical":"https:\/\/www.pyrazoles-derivatives.com\/?p=11784","og_locale":"en_US","og_type":"article","og_title":"van Alphen, J.'s team published research in Recueil des Travaux Chimiques des Pays-Bas et de la Belgique in 64 | CAS: 14580-22-4 | pyrazoles-derivatives","og_description":"van Alphen, J. published the artcileThe reaction between \u03b1-halogen ketones and derivatives of phenylhydrazine. I. 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The reactivity of the \ue303N:N\ue303C:C\ue303 group in \u03b1-phenylazocrotonic acid esters, Application of 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, the publication is Recueil des Travaux Chimiques des Pays-Bas et de la Belgique (1945), 109-14, database is CAplus.","breadcrumb":{"@id":"https:\/\/www.pyrazoles-derivatives.com\/?p=11784#breadcrumb"},"inLanguage":"en-US","potentialAction":[{"@type":"ReadAction","target":["https:\/\/www.pyrazoles-derivatives.com\/?p=11784"]}]},{"@type":"BreadcrumbList","@id":"https:\/\/www.pyrazoles-derivatives.com\/?p=11784#breadcrumb","itemListElement":[{"@type":"ListItem","position":1,"name":"\u9996\u9875","item":"https:\/\/www.pyrazoles-derivatives.com\/"},{"@type":"ListItem","position":2,"name":"van Alphen, J.&#8217;s team published research in Recueil des Travaux Chimiques des Pays-Bas et de la Belgique in 64 | CAS: 14580-22-4"}]},{"@type":"WebSite","@id":"https:\/\/www.pyrazoles-derivatives.com\/#website","url":"https:\/\/www.pyrazoles-derivatives.com\/","name":"pyrazoles-derivatives","description":"Several pyrazole derivatives possess important pharmacological activities and they have been proved useful materials in drug research. 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