- Synthesis of novel quinazolines via nucleophilic cycloaddition of 2-amino-N′-arylbenzimidamides with dimethyl acetylenedicarboxylate and 2-(dicyanomethylene)indan-1,3-dione
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Abstract: Synthesis of novel tetrahydroquinazoline-2-carboxylate and arylaminoquinazoline-2-carboxylate in good yields has been established via the nucleophilic cycloaddition of 2-amino-N′-arylbenzimidamides on dimethyl acetylenedicarboxylate. Moreover, studying the reaction of 2-amino-N′-arylbenzimidamides with 2-(dicyanomethylene)indan-1,3-dione to give 3,4-dihydroquinazolin derivatives. The results obtained from IR, 1H NMR, and 13C NMR data as well as the mass spectra are in agreement with the assigned structures. A plausible mechanism for the formation of the products is presented. Graphic abstract: [Figure not available: see fulltext.].
- El-Shaieb, Kamal M.,Mohamed, Asmaa H.
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p. 1849 - 1856
(2019/11/03)
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- Synthesis of 1,3,2-benzodiazaphosphorine and 1,3,2-benzodiazaphosphorine- 2-sulfide
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Benzodiazaphosphorines have many biological activities such as fungicidal and antitumor. In this work we are interested to synthesize them in order to test their activities in future work. The probable mechanism of obtained benzodiazaphosphorines is discussed. Methods: The obtained benzodiazaphosphorines were characterized using FT-IR, NMR 1H and 13C spectroscopy and elemental analysis. Results: A series of new benzodiazaphosphorines products synthesized were purified by crystallization and obtained with good yields. Conclusion: In this paper we have synthesized a series of benzodiazaphosphorine and benzodiazaphosphorine sulfide which are identified using FT-IR, NMR spectroscopy and elemental analysis. The prepared compounds will be subsequently studied in order to tested their biological activities
- Hichri, Sarra,Abderrahim, Raoudha
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p. 289 - 292
(2016/05/11)
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- Synthesis of 1,3,2-Benzodiazaphosphorine and 1,3,2-Benzodiazaphosphorine-2-sulfide
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Background: Benzodiazaphosphorines have many biological activities such as fungicidal and antitumor. In this work we are interested to synthesize them in order to test their activities in future work. The probable mechanism of obtained benzodiazaphosphorines is discussed. Methods: The obtained benzodiazaphosphorines were characterized using FT-IR, NMR 1H and 13C spectroscopy and elemental analysis. Results: A series of new benzodiazaphosphorines products synthesized were purified by crystallization and obtained with good yields. Conclusion: In this paper we have synthesized a series of benzodiazaphosphorine and benzodiazaphosphorine sulfide which are identified using FT-IR, NMR spectroscopy and elemental analysis. The prepared compounds will be subsequently studied in order to tested their biological activities.
- Hichri, Sarra,Abderrahim, Raoudha
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p. 289 - 292
(2016/05/24)
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- Synthesis of 3-arylquinazolin-4(3H)-imines from 2-amino-N'-arylbenzamidines and triethyl orthoformate
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The synthesis of several 3-arylquinazolin-4(3H)-imines by the simple heating of 2-amino-N'-arylbenzamidines in triethyl orthoformate solution at 100 °C is described.
- Szczepankiewicz, Wojciech,Ku?nik, Nikodem
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supporting information
p. 1198 - 1199
(2015/03/04)
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- The first indazolimine-arylazobenzonitrile rearrangement
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A series of 2-arylazobenzonitriles (5a-f) have been obtained through a novel indazolimine-arylazobenzonitrile rearrangement. The products 5a-f were fully characterized and their structure elucidated on the basis of spectroscopic and analytical data. The mechanism of formation of 5a-f is discussed.
- El-Shaieb, Kamal M.,Ernst, Ludger,Kerssebaum, Rainer
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scheme or table
p. 238 - 242
(2012/06/30)
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- Synthesis of benzonaphtho[1,4]diazepine derivatives via the reaction of 2-aminoarylbenzimidamides with 2,3-dichloro-1,4-naphthoquinone
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A series of (Z)-13-(arylimino)-12,13-dihydro-5H-benzo[e]naphtho[2,3-b][1,4] diazepine-6,11-dione derivatives have been synthesised by one pot cyclisation in good yield via electron donor-acceptor complexes by reacting 2-aminoarylbenzimidamides with 2,3-dichloro-1,4-naphthoquinone. The high yield and simplified workup procedure in addition to the mild and neutral reaction conditions are the main advantages of this approach.
- El-Shaieb, Kamal M.
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scheme or table
p. 137 - 139
(2010/07/05)
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- A general and a simple synthesis of {4-[(Z)-4-(arylimino)-3,4- dihydroquinazolin-2(1H)-ylidene]cyclohexa-2,5-dien-1-ylidene} malononitrile from the reaction of 2-amino-N′-arylbenzimidamides with 7,7,8,8- tetracyanoquinodimethane
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short and facile synthesis of a series of {4-[(Z )-4-(arylimino)-3,4- dihydroquinazolin-2(1H)-ylidene]cyclohexa-2,5-dien-1-ylidene}malononitrile was accomplished in moderate to good yields via Charge-transfer complexes between 2-amino-Np-aryl-benzimidamide derivatives and 7,7,8,8-tetracyanoquinodimethane. The structure of the products were established on the basis of their elemental analysis, IR, NMR (1H and 13C) and mass spectrometry data.
- Abd-Elatif, Fathy F.,El-Shaieb, Kamal M.,El-Deen, Ahmed G.
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scheme or table
p. 449 - 451
(2010/12/24)
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- Synthesis of (Z)-2-(4-(arylimino)-3,4-dihydroquinazolin-2(1 H)-ylidene)-1H-indene-1,3(2H)dione using 2-amino-AT-aryl-benzimidamides as a starting material
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The reaction between 2-amino-N'-arylbenzimidamide derivatives (3a-g) and 2-dicyanomethyleneindan-1,3-dione (4, CNIND) is described. The product that was obtained in moderate to good yields via CT-complexation is identified as (Z)-2-[4-(arylimino)-3,4-dihy
- Abdel-Latif, Fathy F.,Ei-Shaieb, Kamal M.,El-Deen, Ahmed G.
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scheme or table
p. 699 - 701
(2011/04/22)
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- Synthesis of 2-(2-Aminophenyl)-4-arylquinazoline derivatives by reaction of 2-aminoarylbenzimidamides with isatoic anhydride
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A series of 2-(2-aminophenyl)-4-arylquinazoline derivatives (5a - j), with various 4-substituents, have been synthesized by one-pot cyclization in 66 - 79% yield by heating 2-aminoarylbenzimidamides 3a - j with isatoic anhydride (4). The high yield and si
- El-Shaieba, Kamal M.,Jonesb, Peter G.
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scheme or table
p. 945 - 951
(2009/12/25)
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- Synthesis of 4-arylaminoquinazolines and 2-aryl-4-arylaminoquinazolines from 2-aminobenzonitrile, anilines and formic acid or benzaldehydes
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2-Aminobenzonitrile treated with anilines in the presence of aluminium chloride gave respective 2-amino-N-arylbenzamidines. 4-Arylaminoquinazolines lacking a substituent at the 2 position were obtained directly by heating 2-amino-N-arylbenzamidines in formic acid; in similar conditions other carboxylic acids did not react with the amidines. The latter when treated with aldehydes afforded 2-aryl-4-arylimino-1H-2,3-dihydroquinazolines readily oxidizable by potassium permanganate to 2-aryl-4-arylaminoquinazolines. (C) 2000 Elsevier Science Ltd.
- Szczepankiewicz, Wojciech,Suwiński, Jerzy,Bujok, Robert
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p. 9343 - 9349
(2007/10/03)
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