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Molecules, Volume 8, Issue 4 (April 2003), Pages 349-400

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Research

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Open AccessArticle Solid-state Synthesis of 1-Ethoxycarbonyl-4-substituted-semicarbazides
Molecules 2003, 8(4), 359-362; doi:10.3390/80400359
Received: 29 November 2002 / Revised: 25 March 2003 / Accepted: 1 April 2003 / Published: 30 April 2003
Cited by 4 | PDF Full-text (174 KB) | HTML Full-text | XML Full-text
Abstract A rapid and simple method for the preparation of 1-ethoxycarbonyl-4-substituted-semicarbazides has been developed. As examples the reaction of six different isocyanates with ethyl carbazate under solvent-free conditions are reported. Full article
Open AccessArticle Synthesis of Novel 3H-Quinazolin-4-ones Containing Pyrazolinone, Pyrazole and Pyrimidinone Moieties
Molecules 2003, 8(4), 363-373; doi:10.3390/80400363
Received: 22 September 2002 / Revised: 7 December 2002 / Accepted: 8 April 2003 / Published: 30 April 2003
Cited by 12 | PDF Full-text (290 KB) | HTML Full-text | XML Full-text
Abstract
The diazonium salt of 3-(4-aminophenyl)-2-methyl-3H-quinazolin-4-one (2a) and its 6-bromo derivative 2b reacted with some active methylene compounds, namely ethyl acetoacetate (3), ethyl cyanoacetate (4) and acetylacetone (5), to afford the corresponding hydrazono quinazolinone derivatives 6-8. Treatment of 6a,b with hydrazine hydrate or phenyl
[...] Read more.
The diazonium salt of 3-(4-aminophenyl)-2-methyl-3H-quinazolin-4-one (2a) and its 6-bromo derivative 2b reacted with some active methylene compounds, namely ethyl acetoacetate (3), ethyl cyanoacetate (4) and acetylacetone (5), to afford the corresponding hydrazono quinazolinone derivatives 6-8. Treatment of 6a,b with hydrazine hydrate or phenyl hydrazine in refluxing ethanol afforded the corresponding pyrazolin-5-one derivatives of 3H-quinazolin-4-one 9a-d. Cyclization of 7a,b with hydrazine hydrate yielded the corresponding products 10a,b. Reaction of 8a,b with phenyl hydrazine or with urea afforded the corresponding derivatives 11a,b and 12a,b, respectively. Compounds 6-12 were identified by C,H,N analysis, IR, 1H-NMR, 13C-NMR and mass spectroscopy. Full article
Open AccessArticle PhCOCl-Py/Basic Alumina as a Versatile Reagent for Benzoylation in Solvent-Free Conditions
Molecules 2003, 8(4), 374-380; doi:10.3390/80400374
Received: 9 December 2002 / Revised: 13 January 2003 / Accepted: 31 March 2003 / Published: 30 April 2003
Cited by 10 | PDF Full-text (349 KB) | HTML Full-text | XML Full-text
Abstract A solvent-free procedure using PhCOCl-Py/basic alumina under microwave irradiation has been developed for N-, O- and S-benzoylation. Full article
Open AccessArticle Kinetic Support for the Generation of a Phenylsulfenium Ion Intermediate
Molecules 2003, 8(4), 392-400; doi:10.3390/80400392
Received: 23 January 2003 / Revised: 25 March 2003 / Accepted: 27 March 2003 / Published: 30 April 2003
PDF Full-text (323 KB) | HTML Full-text | XML Full-text
Abstract
In the reaction of N-methylbenzenesulfenamide (1) with thioanisole (4) in the presence of trifluoroacetic acid (TFA), the initial rate υ0 of total appearance of 2- and 4-(methylthio)phenyl phenyl sulfides (5) is first and zero order with respect to the initial concentrations of 1
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In the reaction of N-methylbenzenesulfenamide (1) with thioanisole (4) in the presence of trifluoroacetic acid (TFA), the initial rate υ0 of total appearance of 2- and 4-(methylthio)phenyl phenyl sulfides (5) is first and zero order with respect to the initial concentrations of 1 and 4, respectively: υ0=kobs[1]0. The pseudo-first order rate constant kobs is evaluated as 5.2×10-4 sec-1 with varying concentrations of 4 (0.72 to 5.0 M) in a mixture of 4 and CH2Cl2 in the presence of TFA at 10 °C. This data supports the notion that a phenylsulfenium ion intermediate 3 interacting with both the counter ion and the unshared electron-pair of amine is generated by heterolytic N-S scission of the protonated sulfenamide 2, leading to the observed formation of 5. Full article

Review

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Open AccessReview Synthesis and Aromatization of Hantzsch 1,4-Dihydropyridines under Microwave Irradiation. An Overview
Molecules 2003, 8(4), 381-391; doi:10.3390/80400381
Received: 6 March 2003 / Revised: 2 April 2003 / Accepted: 3 April 2003 / Published: 30 April 2003
Cited by 45 | PDF Full-text (235 KB) | HTML Full-text | XML Full-text
Abstract Domestic microwave ovens as well as laboratory reactors have been successfully employed to prepare dialkyl 1,4-dihydropyridine-3,5-dicarboxylates and to induce the synthesis of the corresponding aromatic derivatives. In that latter particular case, unexpected results have been reported. Full article

Other

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Open AccessOther Signal Transduction: An Exciting Field of Investigation for Small Molecule Drug Discovery
Molecules 2003, 8(4), 349-358; doi:10.3390/80400349
Received: 1 January 2003 / Published: 30 April 2003
Cited by 4 | PDF Full-text (465 KB) | HTML Full-text | XML Full-text

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