{"id":12052,"date":"2023-01-06T03:44:51","date_gmt":"2023-01-05T19:44:51","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=12052"},"modified":"2023-01-06T03:44:51","modified_gmt":"2023-01-05T19:44:51","slug":"davies-w-et-al-published-their-research-in-journal-of-the-chemical-society-in-1951-cas-19959-77-4","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=12052","title":{"rendered":"Davies, W. et al. published their research in Journal of the Chemical Society in 1951 | CAS: 19959-77-4"},"content":{"rendered":"<p>Direction of ring opening of some unsymmetrical ethylene oxides and sulfides was written by Davies, W.;Savige, W. E.. And the article was included in Journal of the Chemical Society in 1951.<a href=\"https:\/\/www.ambeed.com\/products\/19959-77-4.html\">Safety of 2-(5-Methyl-1H-pyrazol-3-yl)pyridine<\/a> This article mentions the following:<\/p>\n<p>ClCH<sub>2<\/sub>CHClCH<sub>2<\/sub>SH (I), b<sub>20<\/sub> 74-6\u00b0, n<sup>15<\/sup><sub>D<\/sub> 1.5245, heated 2 h. on the water bath with excess AcCl, gives ClCH<sub>2<\/sub>CHClCHSAc (II), b<sub>25<\/sub> 122\u00b0, n<sup>20<\/sup><sub>D<\/sub> 1.5155; ClCH<sub>2<\/sub>CH.CH<sub>2<\/sub>.S (III) and AcCl, heated 5 h. at 50-5\u00b0, also give II. Hydrolysis of II gives a good yield of I. I does not react with 2,4-(O<sub>2<\/sub>N)<sub>2<\/sub>C<sub>6<\/sub>H<sub>3<\/sub>Cl (IV), 2,4-(O<sub>2<\/sub>N)<sub>2<\/sub>C<sub>6<\/sub>H<sub>3<\/sub>F, or picryl chloride, the alk. reagents used (NaOH, NaHCO<sub>3<\/sub>, and AcONa) convert I into III. I and PhNCO in petr. ether (3 h. at 160\u00b0) give the thiolcarbanilate, m. 100\u00b0; heated with aqueous NaOH, it yields III. I and Ph<sub>3<\/sub>CCl in petr. ether (4 h. at 100\u00b0) give 2,3-dichloropropyl triphenylmethyl sulfide, m. 128\u00b0. II (12.5 g.), 15 g. NaI, and 10 g. Mg in 25 cc. MeCOEt, refluxed 24 h., give about 3 mL. of a product b. 100-40\u00b0, which with IV in aqueous alc. NaOH yields 0.4 g. allyl 2,4-dinitrophenyl sulfide, yellow, m. 71\u00b0; this results also from CH<sub>2<\/sub>:CHCH<sub>2<\/sub>Br and 2,4-(O<sub>2<\/sub>N)<sub>2<\/sub>C<sub>6<\/sub>H<sub>3<\/sub>SH (V) in alc. NaOH. ClCH<sub>2<\/sub>CH(OH)CH<sub>2<\/sub>SH, IV, and NaOH (equimol. quantities in EtOH) give 1-(2,4-dinitrophenylmercapto)-3-chloro-2-propanol (VI), yellow, m. 81-2\u00b0; this results also from V and ClCH<sub>2<\/sub>CH.CH<sub>2<\/sub>.O in saturated aqueous NaHCO<sub>3<\/sub>. VI in ether-C<sub>6<\/sub>H<sub>6<\/sub>, stirred 1 h. with excess cold 40% aqueous NaOH, gives 2,3-epoxypropyl 2,4-dinitrophenyl sulfide (VII), yellow, m. 94-5\u00b0. VII, refluxed 4 h. with aqueous AcOH, gives 60% 1-(2,4-dinitrophenylmercapto)-2,3-propanediol, yellow, m. 142-3\u00b0; this results also from HOCH<sub>2<\/sub>CH.CH<sub>2<\/sub>.O and V with aqueous Na<sub>2<\/sub>CO<sub>3<\/sub> and NaHCO<sub>3<\/sub>. Me<sub>2<\/sub>C.CH<sub>2<\/sub>.S (7.1 g.), 9 g. Ac<sub>2<\/sub>O, and 0.6 mL. C<sub>5<\/sub>H<sub>5<\/sub>N, heated 1 h. on the water bath and 15 h. at 130\u00b0, give 9 g. 2-acetylmercapto-2-methylpropyl acetate (VIII), b<sub>15<\/sub> 114\u00b0. Hydrolysis (6 h.) of VIII with 1% MeOH-HCl gives 2-mercapto-2-methyl-1-propanol (IX), b<sub>30<\/sub> 70\u00b0, n<sup>22<\/sup><sub>D<\/sub> 1.469; HNO<sub>2<\/sub> gives a green flash which soon changes to a light red color. IX and IV with NaOH in EtOH give 2-(2,4-dinitrophenylmercapto)-2-methyl-1-propanol, yellow, m. 108.5\u00b0. Me<sub>2<\/sub>C.CH<sub>2<\/sub>.O (IXA) (7.2 g.) and 7.6 g. AcSH, warmed 7 h. on the water bath, give a mixture of HOCMe<sub>2<\/sub>CH<sub>2<\/sub>SAc and AcOCMe<sub>2<\/sub>CH<sub>2<\/sub>SH, b<sub>12<\/sub> 80-100\u00b0; hydrolysis gives 80% 2-hydroxy-2-methyl-1-propanethiol (X), b<sub>17<\/sub> 73-4\u00b0. X, IV, and NaOH in EtOH yield 1-(2,4-dinitrophenylmercapto)-2-methyl-2-propanol (XI), yellow, m. 95.5\u00b0. HOCMe<sub>2<\/sub>CH<sub>2<\/sub>Cl or IXA and V with NaOH in EtOH also give XI. XI and SOCl<sub>2<\/sub>, warmed 0.5 h. on the water bath, give Me<sub>2<\/sub>CClCH<sub>2<\/sub>SC<sub>6<\/sub>H<sub>3<\/sub>(NO<sub>2<\/sub>)<sub>2<\/sub>-2,4, yellow, m. 86-7\u00b0. MeCH.CH<sub>2<\/sub>.O and V with aqueous NaHCO<sub>3<\/sub> yield MeCH(OH)CH<sub>2<\/sub>SC<sub>6<\/sub>H<sub>3<\/sub>(NO<sub>2<\/sub>)<sub>2<\/sub>-2,4 which with PCl<sub>5<\/sub> in CHCl<sub>3<\/sub> gives MeCHClCH<sub>2<\/sub>SC<sub>6<\/sub>H<sub>3<\/sub>(NO<sub>2<\/sub>)<sub>2<\/sub>-2,4, m. 75-7\u00b0. In the experiment, the researchers used many compounds, for example, 2-(5-Methyl-1H-pyrazol-3-yl)pyridine (cas: 19959-77-4<a href=\"https:\/\/www.ambeed.com\/products\/19959-77-4.html\">Safety of 2-(5-Methyl-1H-pyrazol-3-yl)pyridine<\/a>).<\/p>\n<p>2-(5-Methyl-1H-pyrazol-3-yl)pyridine (cas: 19959-77-4) 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. Pyrazoles are commonly used scaffold molecules in drug discovery projects. The use of pyrazole derivatives is based on their analgesic, anti-inflammatory, antipyretic, antiarrhythmic, sedative, muscle relaxant, neuroleptic, anticonvulsant, monoamine oxidase inhibitory, antidiabetic and antibacterial activities.<a href=\"https:\/\/www.ambeed.com\/products\/19959-77-4.html\">Safety of 2-(5-Methyl-1H-pyrazol-3-yl)pyridine<\/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>2-(5-Methyl-1H-pyrazol-3-yl)pyridine (cas: 19959-77-4) 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. Pyrazoles are commonly used scaffold molecules in drug discovery projects. The use of pyrazole derivatives is based on their analgesic, anti-inflammatory, antipyretic, antiarrhythmic, sedative, muscle relaxant, neuroleptic, anticonvulsant, monoamine oxidase inhibitory, antidiabetic and antibacterial activities.<a href=\"https:\/\/www.ambeed.com\/products\/19959-77-4.html\">Safety of 2-(5-Methyl-1H-pyrazol-3-yl)pyridine<\/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-12052","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>Davies, W. et al. published their research in Journal of the Chemical Society in 1951 | CAS: 19959-77-4 | pyrazoles-derivatives<\/title>\n<meta name=\"description\" content=\"Direction of ring opening of some unsymmetrical ethylene oxides and sulfides was written by Davies, W.;Savige, W. 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