Synthese d'arylacetyl-3 carbethoxy ou acetyl-4 methyl-5 pyrazoles et de pyrazolo(3,4d)pyridazines

Chantegrel, Bernard; Gelin, Suzanne

doi:10.1016/0040-4020(77)80430-4

Cited by 20 publications

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“…The chemistry of pyrazole derivatives have been the subject of much research because of their importance in various applications and their widespread potential biological and pharmacological activities such as antimicrobial, antiviral, antitumor, anti‐inflammatory, pesticidal, antifungal, antidepressant, antipyretic, and analgesic [1–10]. Thus, these compounds have been the focus of high attention among medicinal chemists [11–16]. It is also known that biological activities of pyrazole derivatives which include substituted heteroaryl groups increase and that some pyrazolo‐pyridazine compounds which include the same heteroaryl groups are used as a cure for many diseases [17–25].…”

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confidence: 99%

Synthesis and characterization of some pyrazole derivatives of 1,5‐diphenyl‐1H‐pyrazole‐3,4‐dicarboxylic acid

Kasımoğulları

Arslan

2010

Journal of Heterocyclic Chem

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Compound of 4‐(ethoxycarbonyl)‐1,5‐diphenyl‐1H‐pyrazole‐3‐carboxylic acid 2 was obtained from the reaction of ethyl 4,5‐dioxo‐2‐phenyl‐4,5‐dihydrofuran‐3‐carboxylate and 1‐benzylidene‐2‐phenylhydrazine. A number of substitute pyrazole dicarboxylic acid derivatives (4, 5a, 5b, 5c, 6, 7, 8, 9a, 9b, 9c, 9d, 9e, 9f, 9g, 9h, 9i, 9j, 9k, 9l, 9m, 10, 11, 12, 13, 14) were synthesized from 1,5‐diphenyl‐1H‐pyrazole‐3,4‐dicarboxylic acid 3 which was prepared from basic hydrolysis of 2. Structures of synthesized compounds were characterized by 1H NMR, 13C NMR, Mass, FTIR, and elemental analysis. J. Heterocyclic Chem., (2010).

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Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of some pyrazole derivatives of 1,5‐diphenyl‐1H‐pyrazole‐3,4‐dicarboxylic acid

Kasımoğulları

Arslan

2010

Journal of Heterocyclic Chem

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β,β‐Diacyl‐enamine und ‐enole, 9: Zur Darstellung von Aminomethylenderivaten offenkettiger CH₂‐acider Verbindungen

Wolfbeis

1981

Chem. Ber.

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Die Reaktion primlrer und sekundarer aromatischer oder aliphatischer Amine mit Orthocarbonsaureestern und offenkettigen CH,-aciden Verbindungen liefert N-substituierten Aminoalkylidenderivate; die Ausbeuten variieren stark mit der Natur der aktivierenden Gruppen. Die Methode kann fur solche CH2-acide Molekule empfohlen werden, welche durch eine nichtenolisierbare Gruppe (CN, NO, oder PhSO,) aktiviert sind, wahrend niedrige Ausbeute oder keine Umsetzung zu erwarten ist, wenn stark enolisierte methylenaktive Verbindungen eingesetzt werden. CH,-Acide Carbonsluren liefern die Salze 10a -g. fl,jLDiacyl-enamines and -moles, 91) Synthesis of Aminomethylene Derivatives of Open-Chain Active Methylene CompoundsThe reaction of a combination of primary or secondary aromatic or aliphatic amines with orthocarboxylic esters upon a variety of open-chain CH2-acidic molecules gives N-substituted aminoalkylidene derivatives. The method is highly recommended for methylene compounds activated by cyano, nitro, or phenylsulfonyl groups, whereas low yields are obtained, when highly enolized active methylene compounds are used. CH,-Acidic carboxylic acids give salts 10ag.Die hier untersuchte Reaktion zwischen einer CH2-aciden Verbindung, einem Orthoester und einem Amin wurde von Snyder und Jones2) erstmals beschrieben. Sie stellt eine Vereinfachung der schon langer bekannten Umsetzungen CH,-acider Molekiile mit OrthoameisensBureestern Chem.

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ChemInform Abstract: SYNTHESIS OF 3‐ARYLACETYLETHOXYCARBONYL‐ OR 4‐ACETYL‐5‐METHYLPYRAZOLES AND PYRAZOLO(3,4‐D)PYRIDAZINES. ACTION OF HYDRAZINE ON ETHOXYCARBONYL‐ OR 4‐ACETYL‐5‐METHYL‐2‐ALKYLIDENE AND N‐ARYL‐2‐AMINOMETHYLENE‐2(H)‐FURAN‐3‐ONES

Chantegrel¹,

Gelin²

1977

Chemischer Informationsdienst

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Synthese d'arylacetyl-3 carbethoxy ou acetyl-4 methyl-5 pyrazoles et de pyrazolo(3,4d)pyridazines

Cited by 20 publications

References 10 publications

Synthesis and characterization of some pyrazole derivatives of 1,5‐diphenyl‐1H‐pyrazole‐3,4‐dicarboxylic acid

Synthesis and characterization of some pyrazole derivatives of 1,5‐diphenyl‐1H‐pyrazole‐3,4‐dicarboxylic acid

β,β‐Diacyl‐enamine und ‐enole, 9: Zur Darstellung von Aminomethylenderivaten offenkettiger CH₂‐acider Verbindungen

ChemInform Abstract: SYNTHESIS OF 3‐ARYLACETYLETHOXYCARBONYL‐ OR 4‐ACETYL‐5‐METHYLPYRAZOLES AND PYRAZOLO(3,4‐D)PYRIDAZINES. ACTION OF HYDRAZINE ON ETHOXYCARBONYL‐ OR 4‐ACETYL‐5‐METHYL‐2‐ALKYLIDENE AND N‐ARYL‐2‐AMINOMETHYLENE‐2(H)‐FURAN‐3‐ONES

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Synthese d'arylacetyl-3 carbethoxy ou acetyl-4 methyl-5 pyrazoles et de pyrazolo(3,4d)pyridazines

Cited by 20 publications

References 10 publications

Synthesis and characterization of some pyrazole derivatives of 1,5‐diphenyl‐1H‐pyrazole‐3,4‐dicarboxylic acid

Synthesis and characterization of some pyrazole derivatives of 1,5‐diphenyl‐1H‐pyrazole‐3,4‐dicarboxylic acid

β,β‐Diacyl‐enamine und ‐enole, 9: Zur Darstellung von Aminomethylenderivaten offenkettiger CH2‐acider Verbindungen

ChemInform Abstract: SYNTHESIS OF 3‐ARYLACETYLETHOXYCARBONYL‐ OR 4‐ACETYL‐5‐METHYLPYRAZOLES AND PYRAZOLO(3,4‐D)PYRIDAZINES. ACTION OF HYDRAZINE ON ETHOXYCARBONYL‐ OR 4‐ACETYL‐5‐METHYL‐2‐ALKYLIDENE AND N‐ARYL‐2‐AMINOMETHYLENE‐2(H)‐FURAN‐3‐ONES

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β,β‐Diacyl‐enamine und ‐enole, 9: Zur Darstellung von Aminomethylenderivaten offenkettiger CH₂‐acider Verbindungen