{"id":5136,"date":"2021-07-05T03:12:45","date_gmt":"2021-07-04T19:12:45","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=5136"},"modified":"2021-07-05T03:12:45","modified_gmt":"2021-07-04T19:12:45","slug":"extracurricular-laboratory-synthetic-route-of-288148-34-5","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=5136","title":{"rendered":"Extracurricular laboratory: Synthetic route of 288148-34-5"},"content":{"rendered":"<p>Some common heterocyclic compound, 288148-34-5, name is 1-Methyl-1H-pyrazole-4-sulfonyl chloride, molecular formula is C4H5ClN2O2S, 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. <a href=\"https:\/\/www.ambeed.com\/products\/288148-34-5.html\">name: 1-Methyl-1H-pyrazole-4-sulfonyl chloride<\/a><\/p>\n<p>General procedure: A mixture of the appropriate (aryloxy)ethyl piperidine(0.38 mmol) in CH2Cl2 (3 mL), and TEA (1.14 mmol) was cooled down (ice bath), and arylsulfonyl chloride (0.46 mmol) was added at 0 C in one portion. The reaction mixture was stirred for 2-6 h under cooling. Then, the solvent was evaporated and the sulfonamides were purified using silica gel column with CH2Cl2\/MeOH as an eluting system. Free bases were then converted into the hydrochloride salts by treatment of their solution in anhydrous ethanol with 1.25 M HCl in MeOH.; 9.2.6.11 1-Methyl-N-{1-[2-(biphenyl-2-yloxy)ethyl]piperidin-4-yl}-N-methyl-1H-pyrazole-4-sulfonamide (20) Yellow oil, 100 mg following chromatographic purification over silica gel with CH2Cl2\/MeOH (9:0.7); LC\/MS purity 100%, tR = 4.65, C24H30N4O3S, MW 454.58, Monoisotopic Mass 454.20, [M+H]+ 455.5. 1H NMR (300 MHz, CDCl3) delta 1.40-1.48 (m, 2H), 1.62-1.65 (m, 2H), 2.05 (td, J = 11.90, 2.20 Hz, 2H), 2.66-2.70 (m, 2H), 2.71 (s, 3H), 2.83-2.90 (m, 2H), 3.68-3.80 (m, 1H), 3.94 (s, 3H), 4.04 (t, J = 5.63 Hz, 2H), 6.93-6.97 (m, 1H), 7.03 (td, J = 7.45, 1.06 Hz, 1H), 7.28-7.33 (m, 3H), 7.34-7.40 (m, 2H), 7.49-7.51 (m, 1H), 7.51-7.53 (m, 1H), 7.69 (d, J = 0.54 Hz, 1H), 7.73 (s, 1H). 13C NMR (75 MHz, CDCl3) delta 28.59, 29.19, 39.57, 53.35, 55.00, 56.78, 66.94, 112.70, 121.18, 122.22, 126.83, 127.79, 128.58, 129.61, 130.86, 131.13, 131.35, 138.17, 138.48, 155.63. Anal. calcd for C24H30N4O3S\u00b7HCl: C: 58.70, H: 6.36, N: 11.41, S: 6.53; Found C: 58.96, H: 6.49, N: 11.42, S: 6.88. Mp for C24H30N4O3S\u00b7HCl: 189.5-189.9 C.<\/p>\n<p>These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 288148-34-5, its application will become more common.<\/p>\n<p>Reference:<br \/><a href=\"\">Article; Canale, Vittorio; Kurczab, Rafa?; Partyka, Anna; Sata?a, Grzegorz; S?oczy?ska, Karolina; Kos, Tomasz; Jastrz?bska-Wi?sek, Magdalena; Siwek, Agata; P?kala, Elzbieta; Bojarski, Andrzej J.; Weso?owska, Anna; Popik, Piotr; Zajdel, Pawe?; Bioorganic and Medicinal Chemistry; vol. 24; 2; (2016); p. 130 &#8211; 139;<\/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>These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 288148-34-5, its application will become more common.<\/p>\n","protected":false},"author":8,"featured_media":0,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[224,131],"tags":[126],"class_list":["post-5136","post","type-post","status-publish","format-standard","hentry","category-288148-34-5","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>Extracurricular laboratory: Synthetic route of<\/title>\n<meta name=\"description\" content=\"Some common heterocyclic compound, 288148-34-5, name is 1-Methyl-1H-pyrazole-4-sulfonyl chloride, molecular formula is C4H5ClN2O2S, 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. name: 1-Methyl-1H-pyrazole-4-sulfonyl chloride\" \/>\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=5136\" \/>\n<meta property=\"og:locale\" content=\"en_US\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"Extracurricular laboratory: Synthetic route of\" \/>\n<meta property=\"og:description\" content=\"Some common heterocyclic compound, 288148-34-5, name is 1-Methyl-1H-pyrazole-4-sulfonyl chloride, molecular formula is C4H5ClN2O2S, 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. name: 1-Methyl-1H-pyrazole-4-sulfonyl chloride\" \/>\n<meta property=\"og:url\" content=\"https:\/\/www.pyrazoles-derivatives.com\/?p=5136\" \/>\n<meta property=\"og:site_name\" content=\"pyrazoles-derivatives\" \/>\n<meta property=\"article:published_time\" content=\"2021-07-04T19:12:45+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=5136\",\"url\":\"https:\/\/www.pyrazoles-derivatives.com\/?p=5136\",\"name\":\"Extracurricular laboratory: Synthetic route of\",\"isPartOf\":{\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/#website\"},\"datePublished\":\"2021-07-04T19:12:45+00:00\",\"author\":{\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/#\/schema\/person\/d9a9f27bed675392c6f363a01ffd49f1\"},\"description\":\"Some common heterocyclic compound, 288148-34-5, name is 1-Methyl-1H-pyrazole-4-sulfonyl chloride, molecular formula is C4H5ClN2O2S, 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. name: 1-Methyl-1H-pyrazole-4-sulfonyl chloride\",\"breadcrumb\":{\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/?p=5136#breadcrumb\"},\"inLanguage\":\"en-US\",\"potentialAction\":[{\"@type\":\"ReadAction\",\"target\":[\"https:\/\/www.pyrazoles-derivatives.com\/?p=5136\"]}]},{\"@type\":\"BreadcrumbList\",\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/?p=5136#breadcrumb\",\"itemListElement\":[{\"@type\":\"ListItem\",\"position\":1,\"name\":\"\u9996\u9875\",\"item\":\"https:\/\/www.pyrazoles-derivatives.com\/\"},{\"@type\":\"ListItem\",\"position\":2,\"name\":\"Extracurricular laboratory: Synthetic route of 288148-34-5\"}]},{\"@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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