Pyrimidine Derivatives and Related Compounds, IX / Preparation of 5-Aminopyrazolo[1,5-a]pyrimidines and of Oxazino[4,5 : 5,6]pyrazolo[1,5-a]pyrimidines, a New Ring System

1977 ◽  
Vol 32 (12) ◽  
pp. 1478-1481 ◽  
Author(s):  
Mohamed Hilmy Elnagdi ◽  
Sherif Mahmoud Fahmy ◽  
Mohamed Riffaat Hamza Elmoghayar ◽  
Abdalla Mohamed Negm
Keyword(s):  
Acetic Acid ◽  
Pyrimidine Derivative ◽  
Ring System ◽  
The Other ◽  
Reaction Products ◽  
Pyrimidine Derivatives ◽  
Other Hand ◽  
Related Compounds

Whereas the 5-aminopyrazole derivatives (1 a, b) react with ethyl β-amino-β-trichloro-methylmethylenecyanoacetate (2) in basic media to yield the corresponding 5-aminopyrazolo[1,5-a]pyrimidine derivatives (3a, b), the reaction of la, b with 2 in refluxing acetic acid has afforded oxazino[4,5:5,6]pyrazolo[1,5-a]pyrimidine derivatives.5-Amino-3-phenyl-4-phenylazopyrazole (12) reacted with 2 in refluxing pyridine to yield the 5-amino-2-phenyl-3-phenylazopyrazolo[1,5-a]pyrimidine derivative (18). On the other hand, the reaction of 12 and 2 in refluxing acetic acid has afforded a mixture of the oxazino[4,5:5′,6′]pyrazolo[1,5-a]pyrimidine derivatives (14) and the pyrazolo[3,4-d]-astriazine derivatives (15). The mechanism of the formation of reaction products is discussed.

Pyrimidine Derivatives and Related Compounds, V Synthesis of Some Isoxazolo [2,3-a] pyrimidines. A New Ring System

1977 ◽  
Vol 32 (3) ◽  
pp. 311-314 ◽  
Author(s):  
Mohamed Hilmy Elnagdi ◽  
Ezzat Mohamed Kandeel ◽  
Kamal Usef Sadek
Keyword(s):  
Acetic Acid ◽  
Hydrochloric Acid ◽  
Ethyl Acetoacetate ◽  
Pyrimidine Derivative ◽  
Ring System ◽  
The Other ◽  
Acid Mixture ◽  
Pyrimidine Derivatives ◽  
Benzoyl Isothiocyanates ◽  
Related Compounds

3-Amino-5-phenyl-4-phenylazoisoxazole (1) reacts with ethyl acetoacetate to yield the corresponding ethyl isoxazolylaminocrotonate derivative (2) which could be thermally cyclized into the isoxazolopyrimidine derivative (4). On the other hand, condensation of 1 with ethoxymethylenemalononitrile has resulted in the formation of the aminoethylene derivative (5).Compound 1 reacted with acrylonitrile to yield the isoxazolo[2,3-a]pyrimidine derivative (6). The latter was converted into the corresponding exo derivative (8) by the action of acetic acid-hydrochloric acid mixture.Compound 1 also reacted with methoxycarbonyl-, ethoxycarbomyl- and benzoyl isothiocyanates to yield the isoxazolylthioureas (10a, b) and (11), respectively. The reaction of 2 with acetic acid-hydrochloric acid and with phenylhydrazine is reported.

Pyrimidine Derivatives and Related Compounds, III / Synthesis of Some New Pyrazolo [1,5-a] pyrimidines and Pyrazolo [3,4-d] pyrimidine Derivatives

1976 ◽  
Vol 31 (6) ◽  
pp. 795-800 ◽  
Author(s):  
Mohamed Hilmy Elnagdi ◽  
Sherief Mahmoud Fahmy ◽  
Ezzat Mohamed Zayed ◽  
Mohamed Ajmal Mohamed Ilias
Keyword(s):  
Acetic Acid ◽  
Carbon Disulphide ◽  
Pyrimidine Derivative ◽  
The Other ◽  
Acid Mixture ◽  
Pyrimidine Derivatives ◽  
Other Hand ◽  
Naoh Solution ◽  
Related Compounds ◽  
Hydrazone Derivative

Whereas β-cyanoethylhydrazine (1) reacts with the β-ethoxy-α,β-unsaturated nitriles (2a—c) to yield the 5-amino-1-B-cyanoethylpyrazoles (8a—c), 1 reacts with anilinomethylenemalononitrile (2d) to yield 3-amino-1-B-cyanoethyl-4-cyanopyrazole (4; R=H; X=CN). 3a readily cyclised into the 5-amino-6,7-dihydropyrazolo[1,5-a]pyrimidine derivative (6) by the action of ethanolic guanidine. 6 was readily converted into the oxo derivative (7) by the action of acetic acid. 7 was also obtained by the action of 1% NaOH on 3a. On the other hand, 3b afforded a mixture of the pyrazolo[1,5-a]pyrimidine derivative (8) and the carboxylic acid (9) when treated with 1% NaOH solution.3-Aminocrotononitrile (2e) reacted with 1 to yield the hydrazone derivative (12). The latter derivative was converted into the pyrazolo[1,5-a]pyrimidine derivative (14) by the action of acetic acid. On the other hand, the hydrochloride (15) was formed on treatment of 12 with acetic acid hydrochloric acid mixture.Compounds 8 a, b reacted with carbon disulphide to yield the pyrazolo[3,4-d]-6 (7 H)-m- thiazinethione derivatives (16a,b). The latter were readily converted into the pyrazolo-[3,4-d]pyrimidine derivatives (17 a, b) by the action of aqueous NaOH solution.

Pyrimidine Derivatives and Related Compounds, VII Synthesis of Some New Pyrazolo [1,5-a] -S-triazines, Pyrazolo [3,4-c] -as-triazines, Pyrazolo [1,5-a] pyrimidines and Pyrazolo [3,4-b] pyrones

1977 ◽  
Vol 32 (4) ◽  
pp. 430-433 ◽  
Author(s):  
Mohamed Hilmy Elnagdi ◽  
Ezzat Mohamed Zayed ◽  
Ezzat Mohamed Kandeel ◽  
Sherif Mahmoud Fahmy
Keyword(s):  
Acetic Acid ◽  
Hydrochloric Acid ◽  
Sulphuric Acid ◽  
Sodium Ethoxide ◽  
Ethyl Acrylate ◽  
The Other ◽  
Acid Mixture ◽  
Pyrimidine Derivatives ◽  
Triazine Derivative ◽  
Related Compounds

3-Amino-4-phenylhydrazono-2-pyrazolin-5-one (1) reacts with isothiocyanate to yield the corresponding pyrazolylthiourea derivatives (2 a-c). Whereas 2 a reacted with hydrazines to yield the pyrazolylamino-1,2,4-triazoles (3 a, b), it cyclised into the pyrazolo-[3,4-e]-as-triazine derivative (4) upon treatment with concentrated sulphuric acid. On the other hand, the pyrazolo[1,5-c]-S-triazine derivative (5) was formed from reaction of 2a with ethanolic sodium ethoxide.3-Amino-2-pyrazolin-5-one (8) reacted with ethyl acrylate to yield a mixture of the 4-dialkylated derivative (9) and the pyrazolo[3,4-b]pyrone (11). Compound 11 could be converted into the corresponding pyrazolo[3,4-b]pyrones (12) and (13) by the action of acetic acid hydrochloric acid mixture and of concentrated sulphuric acid, respectively.

scholarly journals Synthesis of spiro[dihydropyridine-oxindoles] via three-component reaction of arylamine, isatin and cyclopentane-1,3-dione

2013 ◽  
Vol 9 ◽  
pp. 8-14 ◽  
Author(s):  
Yan Sun ◽  
Jing Sun ◽  
Chao-Guo Yan
Keyword(s):  
Acetic Acid ◽  
Reaction Mechanism ◽  
Room Temperature ◽  
The Other ◽  
Other Hand ◽  
Three Component Reaction ◽  
High Yields

A fast and convenient protocol for the synthesis of novel spiro[dihydropyridine-oxindole] derivatives in satisfactory yields was developed by the three-component reactions of arylamine, isatin and cyclopentane-1,3-dione in acetic acid at room temperature. On the other hand the condensation of isatin with two equivalents of cyclopentane-1,3-dione gave 3,3-bis(2-hydroxy-5-oxo-cyclopent-1-enyl)oxindole in high yields. The reaction mechanism and substrate scope of this novel reaction is briefly discussed.

Synthesen von Heterocyclen, CCIV1 Reaktionen mit cyclischen Oxalylverbindungen, XIX2 Eine einfache Synthese von 5-Benzoyl-6-phenyl-1.3-dioxin-4-onen / Syntheses of Heterocycles, CCIV1 Reactions of Cyclic Oxalyl Compounds, XIX 2 A Simple Synthesis of 5 Benzoyl-6-phenyl-1,3-dioxin-4-ones

1977 ◽  
Vol 32 (6) ◽  
pp. 701-704 ◽  
Author(s):  
Gert Kollenz ◽  
Erich Ziegler ◽  
Walter Ott ◽  
Gert Kriwetz
Keyword(s):  
Acetic Acid ◽  
Methyl Ester ◽  
Acrylic Acid ◽  
Acid Methyl Ester ◽  
The Other ◽  
Simple Synthesis ◽  
Acid Methyl ◽  
Other Hand

4-Benzoyl-5-phenyl-2,3-dihydrofuran-2,3-dione (1) reacts with aldehydes or ketones via the acylketene-intermediate (2) yielding the 1,3-dioxin-4-ones (3). The aldehyde derivatives (3 a-e) can be converted into the anilino-chalcone (5) or the anilino acrylic acid (6) by treating with aniline at 20 °C. 6 and diazomethane combine to the acrylic acid methyl ester (7), which by heating (200 °C) is cyclisized to the quinolin-4-ole (8). On the other hand, the keto derivatives 3f-h and aniline give the dibenzoyl acetic acid anilide (9).

Heterocyclic compounds from alloxan and amines. XI. Uramils, dialuric acids, and related compounds

1970 ◽  
Vol 23 (6) ◽  
pp. 1229 ◽  
Author(s):  
JW Clark-Lewis ◽  
K Moody
Keyword(s):  
Acetic Acid ◽  
Anthranilic Acid ◽  
Heterocyclic Compounds ◽  
Aqueous Ethanol ◽  
Substituted Anilines ◽  
Pyrimidine Derivatives ◽  
Ring Contraction ◽  
Related Compounds

Preparation of a number of uramils and 5-aryldialuric acids from o-substituted anilines is described. Methylation of the uramils gave dimethoxy-N-monomethyl pyrimidine derivatives accompanied by minor amounts of trimethoxy-pyrimidines, and the dialuric acids gave 1,3-dimethylpyrimidines or 5-methoxy-1,3-dimethylbarbituric acids (with an excess of diazomethane). Ring contraction of the 1,3-dimethyldialuric acids gave the isomeric 5-N-methylcarbamoyloxazolidine-2,4-diones. The dialuric acid from dimedone gave a trimethyl derivative (a methoxycyclohexenyl-1,3-dimethyldialuric acid). Anthranilic acid and alloxan in acetic acid gave a benzoxazonespirobarbituric acid, but in aqueous ethanol yielded a dialuric acid which was characterized by conversion into several derivatives. Infrared and N.M.R. data are recorded for the uramils, dialuric acids, and their derivatives.

scholarly journals Protection of lead in an environment containing acetic acid vapour by using adsorbents and their characterization

2019 ◽  
Vol 7 (1) ◽  
Author(s):  
Sarka Msallamova ◽  
Milan Kouril ◽  
Kristyna Charlotte Strachotova ◽  
Jan Stoulil ◽  
Kateryna Popova ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Activated Carbon ◽  
The Other ◽  
Historical Documents ◽  
Atmospheric Conditions ◽  
Activated Alumina ◽  
Historical Museums ◽  
Lead Corrosion ◽  
Other Hand ◽  
Sorption Ability

Abstract Historical museums and depositories contain collections with a number of lead objects or historical documents with lead seals. Lead is a metal which has good corrosion resistance under atmospheric conditions. On the other hand, lead corrodes in an activity in an environment which contains volatile organic compounds (mainly acetic acid and formic acid). In a depository environment, sources of volatile compounds can be the historical documents themselves, wood, plastics (those made from cellulose acetate), polyvinyl acetate adhesives, varnishes, oil or emulsion paints, etc. The aim of this work was to compare the efficiency of commercial adsorbents (activated carbon, activated alumina, zeolite, and bentonite) in the acetic acid vapours. The lead corrosion rates were determined by using lead resistometric probes. Activated alumina and activated carbon were found to be the most effective adsorbents of acetic acid vapours. On the other hand, the available zeolite had the worst sorption ability compared with the other tested substances.

scholarly journals 5-Chloro-3-ethylsulfinyl-7-methyl-2-(4-methylphenyl)-1-benzofuran

2014 ◽  
Vol 70 (4) ◽  
pp. o458-o458
Author(s):  
Hong Dae Choi ◽  
Pil Ja Seo ◽  
Uk Lee
Keyword(s):  
Dihedral Angle ◽  
Title Compound ◽  
Ring System ◽  
The Other ◽  
Axis Direction ◽  
Π Interactions ◽  
Compound C ◽  
Other Hand ◽  
Centroid Distance ◽  
The Mean

In the title compound, C18H17ClO2S, the dihedral angle between the mean planes of the benzofuran ring system and the methylphenyl ring is 14.50 (4)°. The centroid–centroid distances between the benzene and the methylphenyl rings are 3.827 (2) and 3.741 (2) Å, while the centroid–centroid distance between the furan and methylphenyl rings is 3.843 (2) Å. These distances indicate π–π interactions; on the other hand, the interplanar angles between the benzene and methylphenyl rings, and between the furan and methylphenyl rings are 13.89 (4) and 15.53 (4)°, respectively. In the crystal, the molecules stack along thea-axis direction.

Alkylation by secondary alcohols. I. The reaction of xanthydrol with some N1-monosubstituted sulfanilamides and related compounds

1967 ◽  
Vol 45 (13) ◽  
pp. 1411-1424 ◽  
Author(s):  
R. E. Moskalyk ◽  
L. G. Chatten
Keyword(s):  
Nitrogen Atom ◽  
Tautomeric Form ◽  
Heterocyclic Ring ◽  
The Other ◽  
Secondary Alcohols ◽  
Amino Group ◽  
Aromatic Character ◽  
Carbonium Ion ◽  
Other Hand ◽  
Related Compounds

Sulfanilamides were found to undergo alkylation with xanthydrol, yielding either mono- or di-xanthenyl derivatives. The site of substitution, common to all sulfanilamides having a free p-amino group, was shown to be the N4-position in the sulfanilamide molecule. Three additional unique reactive sites were observed. Sulfanilamides carrying a thiazole, thiadiazole, or pyridazine substituent in the N1-position were also alkylated on the annular nitrogen atom of the heterocyclic ring, the reaction having occurred from the imido tautomeric form. Sulfisoxazole (IK), on the other hand, reacted from the amido form to give the N1,N4-dixanthenyl derivative. Sulfadimethoxine (Ih) was substituted at carbon, as well as at nitrogen, to yield N4-xanthenyl-N1-(2,6-dimethoxy-5-(9-xanthenyl)-4-pyrimidyl)sulfanilamide.Sulfanilamides possessing pKa values of about 5.5 were found to be sufficiently acidic to catalyze their own reaction with xanthydrol, and no external catalyst was necessary. The exceptional ease of formation of the xanthylium ion was postulated to be associated with the resulting stability of this carbonium ion by virtue of its acquired aromatic character.

scholarly journals Stereoselective Synthesis of Bicyclo[3.1.1]Heptane Derivatives via Intramolecular Photocycloaddition Reaction

2012 ◽  
Vol 7 (4) ◽  
pp. 1934578X1200700
Author(s):  
Kiyoshi Honda ◽  
Mari Konishi ◽  
Manabu Kawai ◽  
Akihisa Yamada ◽  
Yasuhiko Takahashi ◽  
...  
Keyword(s):  
Uv Irradiation ◽  
Stereoselective Synthesis ◽  
Ring System ◽  
Optically Active ◽  
The Other ◽  
Unsaturated Esters ◽  
Other Hand

Optically active 1,3-bridged cyclobutanes 10 of the bicyclo[3.1.1]heptane ring system and 1,2-bridged cyclobutanes 11 of the bicyclo[3.2.0]heptane ring system were produced by UV irradiation of α,β,γ,δ-unsaturated esters 9a and 9c-f. The preference of endo-stereochemistry at C-6 bridged head was observed in cross-adducts 10. On the other hand, irradiation of conjugated dienol9b led via only parallel cycloaddition to 1,2-bridged cyclobutane 11.

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