{"id":11785,"date":"2022-12-02T03:57:56","date_gmt":"2022-12-01T19:57:56","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=11785"},"modified":"2022-12-02T03:57:56","modified_gmt":"2022-12-01T19:57:56","slug":"venturella-pietros-team-published-research-in-annali-di-chimica-rome-italy-in-51-cas-13599-22-9-2","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=11785","title":{"rendered":"Venturella, Pietro’s team published research in Annali di Chimica (Rome, Italy) in 51 | CAS: 13599-22-9"},"content":{"rendered":"

Venturella, Pietro published the artcileReactivity of the flavanone nucleus. II. Effect of substituents on the reaction with phenylhydrazine<\/i><\/b>, Computed Properties of 13599-22-9<\/a>, the publication is Annali di Chimica (Rome, Italy) (1961), 759-68, database is CAplus.<\/p>\n

cf. CA 55, 15467b. Substituents in the flavanone nucleus do not particularly affect the conversion of their phenylhydrazones into pyrazoline derivatives The possibility to isolate the intermediate phenylhydrazones depends on the nature and the position of the substituents. The appropriate flavanone (0.5 g.) in 10 cc. 95% EtOH refluxed 1 hr. with 0.3 g. PhNHNH2<\/sub>, kept some time, and diluted with H2<\/sub>O gave the corresponding phenylhydrazone. In this manner were prepared the following compounds: 2-(p-methoxyphenyl)flavanone phenylhydrazone (I); 2-[3,4-(CH2<\/sub>O2<\/sub>)C6<\/sub>H3<\/sub>] analog (II) of I, m. 127-8\u00b0; 2-(3,4-methyl-enedioxyphenyl)-5,6,8-trimethoxyflavanone phenylhydrazone (III) (without EtOH), m. 129-31\u00b0; 2-Ph analog of III; 2-phenyl-6-methoxyflavanone phenylhydrazone (IV); and the 5,6-di-MeO analog of IV, needles, m. 118-20\u00b0. The appropriate flavanone (0.5 g.) and excess PhNHNH2<\/sub> heated a few min. in a test tube over a free flame, cooled, dissolved in AcOH, and poured into H2<\/sub>O gave the corresponding 3,5-diarylpyrazoline (V). The appropriate flavanone (0.5 g.) in 5 cc. AcOH refluxed 1 hr. with 0.3 g. PhNHNH2<\/sub>, cooled, and diluted with H2<\/sub>O gave the corresponding V. The appropriate chalcone (0.2 g.) and PhNHNH2<\/sub> heated a few min. in a test tube over a free flame, dissolved in AcOH, and poured into H2<\/sub>O gave the corresponding V. The appropriate phenylhydrazone refluxed 1 hr. with AcOH gave the corresponding V. The appropriate V refluxed with Ac2<\/sub>O and NaOAc gave the corresponding acetate which fluoresces in EtOH intensely blue-green. By these methods were prepared the following V and their acetates (3- and 5-aryl group, crystal form, and m.p., and m.p. of acetate given): o-HOC6<\/sub>H4<\/sub>, p-MeOC6<\/sub>H4<\/sub> (Va), needles, 168-9\u00b0, 132-3\u00b0; o-HOC6<\/sub>H4<\/sub>, 3,4-(CH2<\/sub>O2<\/sub>)C6<\/sub>H3<\/sub> (VI), needles, 145-6\u00b0, 116-17\u00b0; 2,3,5,6-HO(MeO)3<\/sub>C6<\/sub>H, 3,4-(CH2<\/sub>O2<\/sub>)C6<\/sub>H3<\/sub> (VIa), needles, 185-6\u00b0, 195-6\u00b0, 2,3,5,6-HO(MeO)3<\/sub>C6<\/sub>H, Ph (VII), yellow-green plates, 193-4\u00b0, 132-3\u00b0; 2,5-HO(MeO)C6<\/sub>H3<\/sub>, Ph (VIII), needles, 150-1\u00b0, 114-15\u00b0; 2,5,6-HO(MeO)2<\/sub>C6<\/sub>H2<\/sub>, Ph (IX), yellow plates, 147-8\u00b0, 147\u00b0, VII or VIII or IX (1 g.) in 30 cc. refluxing 5% aqueous NaOH treated gradually with 6.5 g. KMnO4<\/sub> in 70 cc. H2<\/sub>O, refluxed 3 hrs., and worked up gave 1,5-diphenyl-3-pyrazolecarboxylic acid, m. 183-5\u00b0 (EtOH). Va or VI, or Via oxidized similarly with 8 g. KMnO4<\/sub> in 100 cc. H2<\/sub>O gave 1-phenyl-3,5-pyrazoledicarboxylic acid, platelets, m. 265-6\u00b0 (H2<\/sub>O). The ultraviolet absorption spectra of the various pyrazolines, and II, III, and V, and the infrared absorption spectra of VI and its acetate are recorded.<\/p>\n

Annali di Chimica (Rome, Italy) published new progress about 13599-22-9. 13599-22-9 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Carboxylic acid,Benzene, name is 1,5-Diphenyl-1H-pyrazole-3-carboxylic acid, and the molecular formula is C12H10O4S, Computed Properties of 13599-22-9<\/a>.<\/p>\n

Referemce:
https:\/\/en.wikipedia.org\/wiki\/Pyrazole<\/a>,
Pyrazoles – an overview | ScienceDirect Topics<\/a><\/p>\n","protected":false},"excerpt":{"rendered":"

Annali di Chimica (Rome, Italy) published new progress about 13599-22-9. 13599-22-9 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Carboxylic acid,Benzene, name is 1,5-Diphenyl-1H-pyrazole-3-carboxylic acid, and the molecular formula is C12H10O4S, Computed Properties of 13599-22-9<\/a>.<\/p>\n","protected":false},"author":8,"featured_media":0,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[819,131],"tags":[740],"class_list":["post-11785","post","type-post","status-publish","format-standard","hentry","category-13599-22-9","category-pyrazoles-derivatives","tag-m-w250-300"],"yoast_head":"\nVenturella, Pietro's team published research in Annali di Chimica (Rome, Italy) in 51 | CAS: 13599-22-9 | pyrazoles-derivatives<\/title>\n<meta name=\"description\" content=\"Venturella, Pietro published the artcileReactivity of the flavanone nucleus. II. 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