{"id":4033,"date":"2021-05-13T07:58:32","date_gmt":"2021-05-12T23:58:32","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=4033"},"modified":"2021-05-13T07:58:32","modified_gmt":"2021-05-12T23:58:32","slug":"analyzing-the-synthesis-route-of-c10h8n2o","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=4033","title":{"rendered":"Analyzing the synthesis route of C10H8N2O"},"content":{"rendered":"<p><a href=\"https:\/\/www.ambeed.com\/products\/132274-70-5.html\">Electric Literature of 132274-70-5<\/a>,Some common heterocyclic compound, 132274-70-5, name is 1-Phenyl-1H-pyrazole-5-carbaldehyde, molecular formula is C10H8N2O, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.<\/p>\n<p>Example B: 4-Brom-1-phenylpyrazole-5-carbaldehyd-dimethylacetal [Show Image] Experimental procedure: The aldehyde (B) (2.30 g, 13.4 mmol), trimethylortoformiate (4.4 mL, 40.1 mmol) and p-toluolsulfonic acid monohydrate (127.1 mg, 0.67 mmol) were dissolved in abs. methanol (260 mL). After slow addition of pyridiniumbromide-perbromide (PBB) (4.3 g, 13.4 mmol) the solution was stirred for 90 h at room temperature. Subsequently a saturated NaHCO3-Solution (25 mL) was added, diluted with water and 3x extracted with CH2Cl2. The organic phases were dried (K2CO3) and the solvent removed under vacuum. The crude product (4.08 g) was purified using flash-chromatography (?=8 cm, h = 12 cm, n-hexane:ethylacetate = 9:1, 40 mL, Rf = 0.20). Colourless solid, melting point: 33 C, yield: 3.67 g (93%) C12H13BrN2O2 (297.2); MS (EI): m\/z (rel. Int.) = 298 [82Br-M+, 28], 296 [79Br-M+, 25], 267 [82Br-M- OCH3, 93], 265 [79Br-M &#8211; OCH3, 100], 235 [82Br-M- 2x OCH3, 49], 233 [79Br-M &#8211; 2x OCH3, 47]. IR (neat): nu (cm-1) = 3062 (C aromat.), 2933 (C-H aliphat.), 2830 (C-H), 1597, 1501 (C=C), 1090, 1065 (C-O), 761, 692 (C-H). 1H-NMR (CDCl3): delta (ppm) = 3.37 (s, 6 H, ArCH(OCH3)2), 5.36 (s, 1 H, ArCH(OCH3)2), 7.39 &#8211; 7.49 (m, 3 H, Phenyl-CH), 7.53 &#8211; 7.59 (m, 2 H, Phenyl-CH, ortho), 7.63 (s, 1 H, Pyrazole-3CH). 13C-NMR (CDCl3): delta (ppm) = 54.7 (2 C, ArCH(OCH3)2), 95.9 (1 C, Pyrazole-4-C), 98.5 (1 C, ArCH(OCH3)2), 125.6 (2 C, Phenyl-CH, ortho), 128.7 (1 C, Phenyl-CH, para), 129.1 (2 C, Phenyl-CH, meta), 136.3 (1 C, Phenyl-C, quartaer), 140.1 (1 C, Pyrazole-5-C), 141.2 (1 C, Pyrazole-3-CH).<\/p>\n<p>The synthetic route of 132274-70-5 has been constantly updated, and we look forward to future research findings.<\/p>\n<p>Reference:<br \/><a href=\"https:\/\/doi.org\/10.1016\/j.bmc.2007.12.045\">Patent; Laboratorios del Dr. Esteve S.A.; EP1982987; (2008); A1;<\/a>,<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<\/p>\n","protected":false},"excerpt":{"rendered":"<p>The synthetic route of 132274-70-5 has been constantly updated, and we look forward to future research findings.<\/p>\n","protected":false},"author":8,"featured_media":0,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[634,131],"tags":[126],"class_list":["post-4033","post","type-post","status-publish","format-standard","hentry","category-132274-70-5","category-pyrazoles-derivatives","tag-m-w100-200"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v24.9 - https:\/\/yoast.com\/wordpress\/plugins\/seo\/ -->\n<title>Analyzing the synthesis route of<\/title>\n<meta name=\"description\" content=\"Electric Literature of 132274-70-5,Some common heterocyclic compound, 132274-70-5, name is 1-Phenyl-1H-pyrazole-5-carbaldehyde, molecular formula is C10H8N2O, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.\" \/>\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=4033\" \/>\n<meta property=\"og:locale\" content=\"en_US\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"Analyzing the synthesis route of\" \/>\n<meta property=\"og:description\" content=\"Electric Literature of 132274-70-5,Some common heterocyclic compound, 132274-70-5, name is 1-Phenyl-1H-pyrazole-5-carbaldehyde, molecular formula is C10H8N2O, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.\" \/>\n<meta property=\"og:url\" content=\"https:\/\/www.pyrazoles-derivatives.com\/?p=4033\" \/>\n<meta property=\"og:site_name\" content=\"pyrazoles-derivatives\" \/>\n<meta property=\"article:published_time\" content=\"2021-05-12T23:58:32+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=\"1 minute\" \/>\n<script type=\"application\/ld+json\" class=\"yoast-schema-graph\">{\"@context\":\"https:\/\/schema.org\",\"@graph\":[{\"@type\":\"WebPage\",\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/?p=4033\",\"url\":\"https:\/\/www.pyrazoles-derivatives.com\/?p=4033\",\"name\":\"Analyzing the synthesis route of\",\"isPartOf\":{\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/#website\"},\"datePublished\":\"2021-05-12T23:58:32+00:00\",\"author\":{\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/#\/schema\/person\/d9a9f27bed675392c6f363a01ffd49f1\"},\"description\":\"Electric Literature of 132274-70-5,Some common heterocyclic compound, 132274-70-5, name is 1-Phenyl-1H-pyrazole-5-carbaldehyde, molecular formula is C10H8N2O, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.\",\"breadcrumb\":{\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/?p=4033#breadcrumb\"},\"inLanguage\":\"en-US\",\"potentialAction\":[{\"@type\":\"ReadAction\",\"target\":[\"https:\/\/www.pyrazoles-derivatives.com\/?p=4033\"]}]},{\"@type\":\"BreadcrumbList\",\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/?p=4033#breadcrumb\",\"itemListElement\":[{\"@type\":\"ListItem\",\"position\":1,\"name\":\"\u9996\u9875\",\"item\":\"https:\/\/www.pyrazoles-derivatives.com\/\"},{\"@type\":\"ListItem\",\"position\":2,\"name\":\"Analyzing the synthesis route of C10H8N2O\"}]},{\"@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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