{"id":12097,"date":"2023-01-30T07:04:01","date_gmt":"2023-01-29T23:04:01","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=12097"},"modified":"2023-01-30T07:04:01","modified_gmt":"2023-01-29T23:04:01","slug":"elguero-jose-et-al-published-their-research-in-compt-rend-in-1963-cas-15953-73-8","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=12097","title":{"rendered":"Elguero, Jose et al. published their research in Compt. Rend. in 1963 | CAS: 15953-73-8"},"content":{"rendered":"<p>Bromination of 2-pyrazolines was written by Elguero, Jose;Jacquier, Robert. And the article was included in Compt. Rend. in 1963.<a href=\"https:\/\/www.ambeed.com\/products\/15953-73-8.html\">Category: pyrazoles-derivatives<\/a> This article mentions the following:<\/p>\n<p>N-Substituted pyrazolines brominate readily at position 3 but with difficulty at position 4, while pyrazolines not N-substituted give the corresponding pyrazoles, which brominate at the 4-position when this position is unsubstituted. Equimolar proportions of Br and 5-methylpyrazoline (I) in CHCl<sub>3<\/sub> gave an unstable compound which had a nuclear magnetic resonance (n.m.r.) spectrum with a doublet at 7.32 p.p.m. and was apparently 1-bromo-3-methylpyrazoline (II). Without desiccation II rapidly liberated HBr to give a hydrobromide of 3-methylpyrazole, identified by n.m.r. spectrum. Bromination of I with 2 moles Br gave the hydrobromide of 3-methyl-4-bromopyrazole, m. 185-7\u00b0, identified by n.m.r. spectrum. Bromination of 3,5,5-trimethylpyrazoline (III) gave, in addition to a small amount of the hydrobromide of III, 1-bromo-3,5,5-trimethylpyrazoline (IV), b<sub>0.5<\/sub> 58\u00b0, m. 16\u00b0, in 83% yield. IV liberated iodine from aqueous acidic KI, precipitated AgBr from a pyridine solution of AgNO<sub>3<\/sub>, was reduced by SO<sub>2<\/sub> to III, gave no NH band in its infrared spectrum, and in its n.m.r. spectrum gave bands at 8.55 (gem-dimethyl), 7.86 (3-methyl), and a quartet at 8.01 p.p.m. (2 protons at 4). IV, refluxed in AcOH, gave a black solid containing the hydrobromide of N-bromo-3,4,5-trimethylpyrazole, which was converted by MeONa in MeOH to the hydrobromide of 3,4,5-trimethylpyrazole (V), m. 257\u00b0. The change from IV to V is apparently a reverse pinacol transformation. Similarly, 1,3,5,5-tetramethylpyrazoline, b<sub>25<\/sub> 61\u00b0 (from III and MeI), gave a 20% yield of 1,3,4,5-tetramethylpyrazole (picrate m. 192\u00b0). 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\">Category: pyrazoles-derivatives<\/a>).<\/p>\n<p>4-Chloro-3,5-dimethyl-1H-pyrazole (cas: 15953-73-8) belongs to pyrazole derivatives. Pyrazole is a weak base, with pKb 11.5 (pKa of the conjugated acid 2.49 at 25 \u00b0C).Pyrazole used as a ligand to prepare organometallic compounds. Pyrazoles can be selectively lithiated at different carbons and subsequently react with electrophiles depending on the substitution patterns.<a href=\"https:\/\/www.ambeed.com\/products\/15953-73-8.html\">Category: pyrazoles-derivatives<\/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. Pyrazole is a weak base, with pKb 11.5 (pKa of the conjugated acid 2.49 at 25 \u00b0C).Pyrazole used as a ligand to prepare organometallic compounds. Pyrazoles can be selectively lithiated at different carbons and subsequently react with electrophiles depending on the substitution patterns.<a href=\"https:\/\/www.ambeed.com\/products\/15953-73-8.html\">Category: pyrazoles-derivatives<\/a><\/p>\n","protected":false},"author":8,"featured_media":0,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[131],"tags":[128],"class_list":["post-12097","post","type-post","status-publish","format-standard","hentry","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>Elguero, Jose et al. published their research in Compt. Rend. in 1963 | CAS: 15953-73-8 | pyrazoles-derivatives<\/title>\n<meta name=\"description\" content=\"Bromination of 2-pyrazolines was written by Elguero, Jose;Jacquier, Robert. And the article was included in Compt. 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