{"id":12287,"date":"2023-10-27T04:21:32","date_gmt":"2023-10-26T20:21:32","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=12287"},"modified":"2024-10-21T19:09:23","modified_gmt":"2024-10-21T11:09:23","slug":"morgan-g-t-et-al-published-their-research-in-journal-of-the-chemical-society-transactions-in-1923-cas-15953-73-8","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=12287","title":{"rendered":"Morgan, G. T. et al. published their research in Journal of the Chemical Society, Transactions in 1923 | CAS: 15953-73-8"},"content":{"rendered":"<p>Substitution in the pyrazole series. Halogen derivatives of 3,5-dimethylpyrazole was written by Morgan, G. T.;Ackerman, Isidore. And the article was included in Journal of the Chemical Society, Transactions in 1923.<a href=\"https:\/\/www.ambeed.com\/products\/15953-73-8.html\">Name: 4-Chloro-3,5-dimethyl-1H-pyrazole<\/a> This article mentions the following:<\/p>\n<p>The diazo derivatives have been studied as a means of preparing the substitution derivatives of 3,5-dimethylpyrazole (I), but the results showed that the yields were less than by direct halogenation. Iodination occurs much more readily than in the C<sub>6<\/sub>H<sub>6<\/sub> series. The 4-NO<sub>2<\/sub> derivative is best prepared by adding 6 cc. HNO<sub>3<\/sub> (d. 1.42) to 10 cc. concentrated H<sub>2<\/sub>SO<sub>4<\/sub> containing 5 g. I at 0\u93ba? adding 20 cc. additional H<sub>2<\/sub>SO<sub>4<\/sub>, allowing to stand overnight and then heating 3-4 hrs. at 100\u93ba? The reduction to the 4-NH<sub>2<\/sub> derivative is best carried out in moist Et<sub>2<\/sub>O with Al-Hg, the yield being 85%. Benzylidene derivative, m. 139-40\u93ba? o-Nitrobenzylidene derivative, greenish yellow turning reddish brown on exposure to light and air, m. 101\u93ba? m-isomer, light yellow, m. 236\u93ba? p-isomer, golden yellow, m. 198\u93ba? Aqueous HCHO gives the complex [HOCH<sub>2<\/sub>N.N:CMe.C(N:CH<sub>2<\/sub>):CMe]<sub>x<\/sub>, does not m. 300\u93ba? The diazonium chloride condenses with \u704f?diketones and \u704f?keto esters in the presence of aqueous AcONa. 4-Azoacetylacetone derivative, golden yellow, m. 184\u93ba?(decomposition). 4-Azobenzoylacetone derivative, light yellow, m. 169-70\u93ba?(decomposition). Et 3,5-dimethylpyrazole-4-azoacetoacetate, orange-yellow, m. 157\u93ba? These derivatives gave red Na salts which developed intense red colors with FeCl<sub>3<\/sub>. 4-Iodo-3,5-dimethylpyrazole (II), m. 137\u93ba? is obtained in 60% yield from boiling aqueous KI and the diazonium chloride, or in quant. yield by heating I, I in KI, AcONa and H<sub>2<\/sub>O. Ac derivative, m. 62.5-3.5\u93ba? Bz derivative, m. 82\u93ba? Chloroaurate, orange-yellow, m. 174\u93ba? Chloroplatinate, light orange, m. 215-20\u93ba? Dichloride, yellow, m. 85-88\u93ba? by passing dry Cl into II in CHCl<sub>3<\/sub>; it is very volatile at the ordinary temperature and the vapor is lachrymatory. The action of dilute aqueous NaOH is complicated and destructive and an iodoso derivative could not be isolated. Dibromide, brick-red, m. 78-81\u93ba? this also is volatile and lachrymatory. Iodochloride hydrochloride, yellow, m. 111\u93ba?(decomposition), from ICl.HCl and I in concentrated HCl; it is hydrolyzed by H<sub>2<\/sub>O, liberates I from KI and S from aqueous Na<sub>2<\/sub>S<sub>2<\/sub>O<sub>3<\/sub>, 10% NaOH decomposes it quant. into II. Dilute EtOH transforms it into the HCl salt of II, m. 195\u93ba? II with alk. KMnO<sub>4<\/sub> gives 4-iodopyrazolecarboxylic acid, amorphous, decompose above 70\u93ba? Ag salt; and 4-iodo-3-(5)-methylpyrazole, m. 185-7\u93ba? chloroaurate, orange-yellow; chloroplatinate, orangeyellow. With neutral KMnO<sub>4<\/sub> the product is 4-iodo-3-(5)-methylpyrazolecarboxylic acid, amorphous, m. 237\u93ba?Ag salt. 4-Bromo-3,5-dimethylpyrazole, m. 118\u93ba?chloroaurate, orange-red, m. 126-8\u93ba? Ac derivative, m. 38\u93ba? Bz derivative, m. 48-9\u93ba? Perbromide, by adding Br to I in concentrated HCl, orange-red, m. 142-4\u93ba? On warming with EtOH, the HBr salt, m. 174\u93ba? results. 4-Chloro-3,5-dimethylpyrazole, m. 95\u93ba? results by passing Cl into aqueous I. It is less basic than the Br or I derivatives and does not yield Ac or Bz derivatives I, warmed with fuming H<sub>2<\/sub>SO<sub>4<\/sub> (20% SO<sub>3<\/sub>) on the H<sub>2<\/sub>O bath for 6 hrs., gives the 4-SO<sub>3<\/sub>H acid, containing 1.5 H<sub>2<\/sub>O, m. 287-8\u93ba? the H<sub>2<\/sub>O is lost at 115\u93ba? Chloride, m. 100\u93ba? In the experiment, the researchers used many compounds, for example, 4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8<a href=\"https:\/\/www.ambeed.com\/products\/15953-73-8.html\">Name: 4-Chloro-3,5-dimethyl-1H-pyrazole<\/a>).<\/p>\n<p>4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8) belongs to pyrazole derivatives. Pyrazoles, a five-membered heterocycle containing two adjacent nitrogen atoms, are the core structures found in a number of molecules that possess a wide range of pharmaceutical and agricultural activities. Pyrazole rings have been used as core components of several leading non-steroidal anti-inflammatory drugs (NSAIDs) and antihypertensive drugs. It has also been found to be useful as a bifunctional ligand for metal catalysis.<a href=\"https:\/\/www.ambeed.com\/products\/15953-73-8.html\">Name: 4-Chloro-3,5-dimethyl-1H-pyrazole<\/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>4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8) belongs to pyrazole derivatives. Pyrazoles, a five-membered heterocycle containing two adjacent nitrogen atoms, are the core structures found in a number of molecules that possess a wide range of pharmaceutical and agricultural activities. Pyrazole rings have been used as core components of several leading non-steroidal anti-inflammatory drugs (NSAIDs) and antihypertensive drugs. It has also been found to be useful as a bifunctional ligand for metal catalysis.<a href=\"https:\/\/www.ambeed.com\/products\/15953-73-8.html\">Name: 4-Chloro-3,5-dimethyl-1H-pyrazole<\/a><\/p>\n","protected":false},"author":8,"featured_media":0,"comment_status":"closed","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[835,131],"tags":[128],"class_list":["post-12287","post","type-post","status-publish","format-standard","hentry","category-15953-73-8","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>Morgan, G. T. et al. published their research in Journal of the Chemical Society, Transactions in 1923 | CAS: 15953-73-8 | pyrazoles-derivatives<\/title>\n<meta name=\"description\" content=\"Substitution in the pyrazole series. Halogen derivatives of 3,5-dimethylpyrazole was written by Morgan, G. 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