{"id":11132,"date":"2022-11-21T04:59:04","date_gmt":"2022-11-20T20:59:04","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=11132"},"modified":"2022-11-21T04:59:04","modified_gmt":"2022-11-20T20:59:04","slug":"fusco-raffaellos-team-published-research-in-gazzetta-chimica-italiana-in-91-cas-13599-22-9","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=11132","title":{"rendered":"Fusco, Raffaello’s team published research in Gazzetta Chimica Italiana in 91 | CAS: 13599-22-9"},"content":{"rendered":"

Fusco, Raffaello published the artcileEnamines. V. Synthesis of 1-arylpyrazoles<\/i><\/b>, Recommanded Product: 1,5-Diphenyl-1H-pyrazole-3-carboxylic acid<\/a>, the publication is Gazzetta Chimica Italiana (1961), 1233-49, database is CAplus.<\/p>\n

cf. CA 56, 14018c. Enamines and halogenated hydrazones reacted to give pyrazole derivatives In anhyd, conditions 16.7 g. 1-morpholinocyclohex-l-ene (I), 10.1 g. NEt3<\/sub>, 150 mL. CHCl3<\/sub>, and 22.6 g. PhNHN: CClCO2<\/sub>Et added in 50 mL. CHCl3<\/sub> was stirred and heated to 40\u00b0 for 1 h. and kept overnight to give 65% 1-phenyl-3-carbethoxy-4,5,6,7-tetrahydroindazole (II) m. 103-4.5\u00b0 (EtOH), hydrolyzed by alc. NaOH to 1-phenyl-4,5,6,7-tetrahydroindazole-3-carboxylic acid, m. 164\u00b0 (AcOH). Similarly, the p-chlorophenyl compound, m. 139-40\u00b0, and its corresponding acid m. 218\u00b0. Treatment of I with PhNHN:CClAe gave 1-phenyl-3-acetyl-4,5,6,7-tetrahydroindazole, m. 95-6\u00b0; phenylhydrazone m. 216\u00b0 (dilute AcOH). 1-Morpholino-4-methylcyclohex-1-ene gave the 5-Me deriv, of II, m. 129\u00b0, hydrolyzed to the corresponding acid m. 198\u00b0. 1-Phenyl-3-carbethoxy-4,5,6,7-tetrahydrocydohepta[c]pyrazole (III), m. 87% was prepared from 1-morpholinocyclohept-1-ene and was hydrolyzed to the corresponding acid, m. 166-8\u00b0. The 1-(p-chlorophenyl) compd, corresponding to III could not be isolated and was hydrolyzed to the acid, m. 206-7\u00b0. From 2 morpholino-3,4-dihydronaphthalene and PhNHN: CClCO2<\/sub>Et, 1-phenyl-3-carbethoxy-8,9-dihydronaphtho[1,2-c]pyrazole, m. 154-5\u00b0, was prepared, giving the acid, m. 170\u00b0, on hydrolysis: when decarboxylated at 240\u00b0, this gave 1-phenyl-8,9-dihydronaphtho[1,2-c]pyrazole, m. 118\u00b0. The compound formed from 1-morpholinocyclopent-1-ene and PhNHN:-CClCO2<\/sub>Et was an intermediate, C19<\/sub>H25<\/sub>N3<\/sub>O3<\/sub>, m. 130\u00b0 (ale.), converted into the expected 1-phenvl-3-carbethoxy-4,5-dihydrocyclopenta[c] pyrazole, m. 143\u00b0. on boiling with AcOH followed by precipitation by addition of water. The corresponding acid, m. 211\u00b0; Me ester m. 139\u00b0. Similarly the 1-(p-chlorophenyl) compd, gave an adduet, C19<\/sub>H24<\/sub>ClN3<\/sub>O3<\/sub>, m. 114\u00b0 cyclized to the pyrazole, m. 120-1\u00b0, which in turn was hydrolyzed to the corresponding free acid, m. 215-16\u00b0. Similarly were prepared 1-phenyl-3-carbethoxyindeno[1,2-c]-pyrazole, m. 162-3\u00b0 (the acid m. 256\u00b0), 1-phenyl-3-carbethoxy-4-ethylpyrazole, m. 70\u00b0 (free acid m. 138\u00b0), 1-phenyl-3-carbethoxy-4-n-amylpyrazole, m. 45-6\u00b0 (free acid m. 121\u00b0), [the corresponding 1-(p-chlorophenyl) compd, m. 62\u00b0 (free acid m. 115\u00b0)]. From 2-N-methyl-N-phenyl-amino-4-methylpent-l-ene, the ester prepd, was an oil, b2<\/sub> 186\u00b0, which gave 1-phenyl-5-isobutylpyrazole-3-carboxylic acid, m. 129\u00b0, on hydrolysis, \u03b1-(N-Methyl-N-phenyl)-aminostyrene and PhNHN:CClCO2<\/sub>Et after reaction, evapn, of solvent, steam distn, to remove PhAe, and hydrolysis gave 1,5-diphenylpyrazole-3-carboxylic acid, m. 183\u00b0. 1-Phenyl-3-carbethoxy-4-\u03b3-methylaminoethyl-5-methylpyrazole oxalate, m. 174-5\u00b0 (iso-PrOH), was prepared from 1,2-dimethyl-4,5-dihydropyrrole and gave the corresponding base, as a straw-colored oil, b1.5<\/sub> 220-40\u00b0, which on hydrolysis with 40% HBr gave the free carboxylic acid of the base after addition of Ag2<\/sub>O to precipitate AgBr, filtration, and passage of H2<\/sub>S to decomp, the Ag salt; the filtrate evaporated to dryness and the solid washed with MeOH and recrystallized from water gave the acid, m. 297\u00b0. 1-Phenyl-3-carbethoxy-4-\u03b3-methylaminopropyl-5-methylpyrazole-HCl, m. 186-7\u00b0 (iso-PrOH), 1-phenyl-4-\u03b3-methylaminopropyl-5-methylpyrazolecarboxylic acid, m. 270-1\u00b0 (5% aqueous EtCO-Me), and 1-phenyl-3-acetyl-4-\u03b3-methylaminopropyl-5-methylpyrazole oxalate, m. 17,5-6\u00b0, were also prepared<\/p>\n

Gazzetta Chimica Italiana 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 C16H12N2O2, Recommanded Product: 1,5-Diphenyl-1H-pyrazole-3-carboxylic acid<\/a>.<\/p>\n

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

Gazzetta Chimica Italiana 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 C16H12N2O2, Recommanded Product: 1,5-Diphenyl-1H-pyrazole-3-carboxylic acid<\/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":[740],"class_list":["post-11132","post","type-post","status-publish","format-standard","hentry","category-pyrazoles-derivatives","tag-m-w250-300"],"yoast_head":"\nFusco, Raffaello's team published research in Gazzetta Chimica Italiana in 91 | CAS: 13599-22-9 | pyrazoles-derivatives<\/title>\n<meta name=\"description\" content=\"Fusco, Raffaello published the artcileEnamines. V. 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