{"id":10139,"date":"2022-10-17T02:49:11","date_gmt":"2022-10-16T18:49:11","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=10139"},"modified":"2022-10-17T02:49:11","modified_gmt":"2022-10-16T18:49:11","slug":"auwers-k-vs-team-published-research-in-journal-fuer-praktische-chemie-leipzig-in-1935-17827-61-1","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=10139","title":{"rendered":"Auwers, K v&#8217;s team published research in Journal fuer Praktische Chemie (Leipzig)  in 1935 | 17827-61-1"},"content":{"rendered":"<p>Auwers, K. v.; Breyhan, Th. published the artcile< Further observations on alkylation and acylation of pyrazoles>,  <a href=\"https:\/\/www.ambeed.com\/products\/17827-61-1.html\">COA of Formula: C6H8N2O2<\/a>,  the main research area is  .<\/p>\n<p>3(5)- Methyl-5(3)-chloropyrazole with MeBr (8 hrs. at 100) gives 100% of the 1,3-di-Me derivative; CH2N2 gives largely the 1,3-di-Me derivative with some of the 1,5-isomer; the Na salt with Mel gives 100% of the 1,5-isomer. 3(5)- Phenylpyrazole (I) with MeBr (1 day at 100\u00b0) gives principally 1-methyl-3-phenylpyrazole, with some of the 5-Ph isomer; the Na salt with MeI yields 100% of the 5-Ph isomer. Excess ClCO2Me gives 1-carbomethoxy-3-phenylpyrazole (II), m. 76\u00b0. The Na derivative of BzCH:CHOH and MeO2CNHNH2 in dilute Et4OH give a nearly quant. yield of the carbomethoxyhydrazone of benzoylacetaldehyde, m. 152\u00b0; POCl3 in CHCl3 yields the 5-Ph isomer of II, m. 63-4\u00b0, with some II. I and SO2Cl2 give 4-chloro-5(3)- phenylpyrazole (III), b11 193\u00b0, m. 102\u00b0. 1-Methyl-4- chloro-3-phenylpyrazole (IV), pale brown, b9 163-5\u00b0; 5-Ph isomer (V), b12 153-6\u00b0. III and MeI with Na give about equal quantities of IV and V; Me2SO, in NaOH also give a mixture of the 2 isomers; MeBr gives essentially IV; CH2N2 reacts only slightly with III. II and SO2Cl2 give the 4-Cl derivative (VI), m. 89-90\u00b0; the 5-Ph isomer, m. 113-15\u00b0. III and ClCO2Me give VI. 3(5)-Methyl-5(3)-phenylpyrazole and MeBr (8 hrs. at 100\u00b0) give principally 1,5- dimethyl-3-phenylpyrazole, with some of the isomer; the Na salt with MeI gives the same products. 1-Carbomethoxy-3-phenyl-5-methylpyrazole, m. 74-5\u00b0; it is unchanged after heating with MeBr at 100\u00b0 for 1 day; 4-Cl derivative, m. 107\u00b0. The carbomethoxyhydrazone of benzoylacetone, pale yellow, m. 121-2\u00b0; POCl3 gives 1-carbomethoxy-3-methyl-5-phenylpyrazole, m. 58-9\u00b0; 4-Cl derivative, m. 97\u00b0. Me pyrazole-3(5)-carboxylate, m. 139-40\u00b0; both MeBr and CH2N2 give principally Me 1-methylpyrazole-5-carboxylate, b9 73\u00b0, with a little of the 1,3-isomer, bg 120\u00b0. Me 5(3)-methylpyrazole-3(5)-carboxylate and CH2N2 give principally the 1,3-di-Me derivative, with some 1,5-isomer; the Et ester behaved similarly; there was no reaction with MeBr; MeI gives the almost pure 1,5-di- Me derivative; the Na salt with MeI gives principally the 1,3- isomer; EtI gives the 1-ethyl-5-methyl derivative; the salt with AcCl in C6H6 yields the 1-Ac derivative, m. 68.5-9.5\u00b0, and with ClCO2Me in Et2O the 1-MeO2C derivative Me 3(5)-phenylpyrazole-5(3)-carboxylate does not react with MeBr; with Mel it yields Me 1-methyl-3-phenylpyrazole 5-carboxylate; the Na salt and Mel in C6H6 give the same compound; the free ester or the Na salt and ClCO2Me yield a N-carbomethoxy derivative, m. 95\u00b0; the Et ester also does not react with EtBr; the Na salt and EtI give Et 1-ethyl-3- phenylpyrazole-5-carboxylate; the Na salt does not react with AcCl. 3(5)-Phenylpyrazole-5(3)-carboxylic acid (VII) and ClCO22Me give a N-carbomethoxy derivative, m. 126- 6.5\u00b0; with Cl the CO2Me group is split off. The 4-Cl derivative of VII m. 258-61\u00b0; it does not yield a CO2Me derivative<\/p>\n<p>Journal fuer Praktische Chemie (Leipzig) published new progress about Acylation. 17827-61-1 belongs to class pyrazoles-derivatives, and the molecular formula is C6H8N2O2, <a href=\"https:\/\/www.ambeed.com\/products\/17827-61-1.html\">COA of Formula: C6H8N2O2<\/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>Journal fuer Praktische Chemie (Leipzig) published new progress about Acylation. 17827-61-1 belongs to class pyrazoles-derivatives, and the molecular formula is C6H8N2O2, <a href=\"https:\/\/www.ambeed.com\/products\/17827-61-1.html\">COA of Formula: C6H8N2O2<\/a>.<\/p>\n","protected":false},"author":8,"featured_media":0,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[594,131],"tags":[732],"class_list":["post-10139","post","type-post","status-publish","format-standard","hentry","category-17827-61-1","category-pyrazoles-derivatives","tag-m-w100-150"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v24.9 - https:\/\/yoast.com\/wordpress\/plugins\/seo\/ -->\n<title>Auwers, K v&#039;s team published research in Journal fuer Praktische Chemie (Leipzig) in 1935 | 17827-61-1 | pyrazoles-derivatives<\/title>\n<meta name=\"description\" content=\"Auwers, K. v.; Breyhan, Th. published the artcile&lt; Further observations on alkylation and acylation of pyrazoles&gt;, COA of Formula: C6H8N2O2, the main research area is .\" \/>\n<meta name=\"robots\" content=\"index, follow, max-snippet:-1, max-image-preview:large, max-video-preview:-1\" \/>\n<link rel=\"canonical\" href=\"http:\/\/www.pyrazoles-derivatives.com\/?p=10139\" \/>\n<meta property=\"og:locale\" content=\"en_US\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"Auwers, K v&#039;s team published research in Journal fuer Praktische Chemie (Leipzig) in 1935 | 17827-61-1 | pyrazoles-derivatives\" \/>\n<meta property=\"og:description\" content=\"Auwers, K. v.; Breyhan, Th. published the artcile&lt; Further observations on alkylation and acylation of pyrazoles&gt;, COA of Formula: C6H8N2O2, the main research area is .\" \/>\n<meta property=\"og:url\" content=\"http:\/\/www.pyrazoles-derivatives.com\/?p=10139\" \/>\n<meta property=\"og:site_name\" content=\"pyrazoles-derivatives\" \/>\n<meta property=\"article:published_time\" content=\"2022-10-16T18:49:11+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=\"3 minutes\" \/>\n<script type=\"application\/ld+json\" class=\"yoast-schema-graph\">{\"@context\":\"https:\/\/schema.org\",\"@graph\":[{\"@type\":\"WebPage\",\"@id\":\"http:\/\/www.pyrazoles-derivatives.com\/?p=10139\",\"url\":\"http:\/\/www.pyrazoles-derivatives.com\/?p=10139\",\"name\":\"Auwers, K v's team published research in Journal fuer Praktische Chemie (Leipzig) in 1935 | 17827-61-1 | pyrazoles-derivatives\",\"isPartOf\":{\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/#website\"},\"datePublished\":\"2022-10-16T18:49:11+00:00\",\"author\":{\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/#\/schema\/person\/d9a9f27bed675392c6f363a01ffd49f1\"},\"description\":\"Auwers, K. v.; Breyhan, Th. published the artcile< Further observations on alkylation and acylation of pyrazoles>, COA of Formula: C6H8N2O2, the main research area is .\",\"breadcrumb\":{\"@id\":\"http:\/\/www.pyrazoles-derivatives.com\/?p=10139#breadcrumb\"},\"inLanguage\":\"en-US\",\"potentialAction\":[{\"@type\":\"ReadAction\",\"target\":[\"http:\/\/www.pyrazoles-derivatives.com\/?p=10139\"]}]},{\"@type\":\"BreadcrumbList\",\"@id\":\"http:\/\/www.pyrazoles-derivatives.com\/?p=10139#breadcrumb\",\"itemListElement\":[{\"@type\":\"ListItem\",\"position\":1,\"name\":\"\u9996\u9875\",\"item\":\"https:\/\/www.pyrazoles-derivatives.com\/\"},{\"@type\":\"ListItem\",\"position\":2,\"name\":\"Auwers, K v&#8217;s team published research in Journal fuer Praktische Chemie (Leipzig) in 1935 | 17827-61-1\"}]},{\"@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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