Regioselective convergent synthesis of 2-arylidene thiazolo[3,2-a]pyrimidines as potential anti-chikungunya agents

Convergent and convenient regioselective synthesis of novel thiazolo[2,3-a]pyrimidines was accomplished using the one-pot reaction of 6-ethylthiouracil, bromoacetic acid, anhydrous sodium acetate, acetic anhydride, acetic acid and suitable aldehyde.

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Synthesis, Characterization and Biological Studies of Some Bioactive Thiazolotriazole Derivatives

Zeitschrift für Naturforschung B ◽

10.1515/znb-2010-1215 ◽

2010 ◽

Vol 65 (12) ◽

pp. 1509-1515 ◽

Cited By ~ 4

Author(s):

Manjunatha Kumsi ◽

Boja Poojary ◽

Prajwal Lourdes Lobo ◽

Nalilu Suchetha Kumari ◽

Anoop Chullikana

Keyword(s):

Acetic Acid ◽

Acetic Anhydride ◽

Good Yield ◽

Sodium Acetate ◽

Aromatic Aldehydes ◽

Antimicrobial Activities ◽

One Pot ◽

Biological Studies ◽

Elemental Analyses

The key precursor rac-2-(4-isobutylphenyl)ethyl-1,2,4-triazole-5-thione (3) was synthesized in good yield from Ibuprofen (1). One-pot three-component reactions of 3 with 5-aryl-furan-2-carboxaldehydes/ substituted aromatic aldehydes and monochloroacetic acid in acetic acid in the presence of acetic anhydride and anhydrous sodium acetate afforded substituted thiazolo[3,2-b][1,2,4]triazole derivatives 4 and 5. The structures of the newly synthesized compounds were elucidated by elemental analyses and spectral data. The compounds were tested for their in-vitro antimicrobial activities.

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Cyclisation of 1-Phenyl-4-carboxymethylmercapto-5-arylazo-hydantoins

Zeitschrift für Naturforschung B ◽

10.1515/znb-1981-0420 ◽

1981 ◽

Vol 36 (4) ◽

pp. 501-504 ◽

Cited By ~ 5

Author(s):

A. F. A. Shalaby ◽

M. A. Abdel Aziz ◽

S. S. M. Boghdadi

Keyword(s):

Acetic Acid ◽

Acetic Anhydride ◽

Aromatic Amines ◽

Sodium Acetate ◽

Aromatic Aldehydes ◽

Mannich Bases ◽

Anhydrous Sodium Acetate ◽

Primary Aromatic Amines ◽

Hydantoin Derivatives

Abstract 1-Phenyl-4-carboxymethylmercapto-5-arylazo-hydantoin derivatives (3a-f) were cyclised with acetic anhydride to give the bicyclic products (4a-f). Compounds 4 a, b condensed with aromatic aldehydes in acetic acid and in presence of anhydrous sodium acetate yielding the corresponding arylidene derivatives (5a-c). Compounds 4a, b also couple with aryldiazonium salts to give the expected coloured arylazo compounds (6a-j). 4 a, b reacted with formaldehyde and primary aromatic amines in ethanol to give the corresponding Mannich bases (7a-f).

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Optical properties and fluorescence quenching of carbazole containing (D–π–A) push–pull chromophores by silver nanoparticles: a detailed insight via an experimental and theoretical approach

RSC Advances ◽

10.1039/c6ra25741k ◽

2017 ◽

Vol 7 (14) ◽

pp. 8402-8414 ◽

Cited By ~ 5

Author(s):

Abdullah M. Asiri ◽

Osman I. Osman ◽

Saad H. Al-Thaqafy ◽

Salman A. Khan

Keyword(s):

Silver Nanoparticles ◽

Optical Properties ◽

Fluorescence Quenching ◽

Acetic Anhydride ◽

Microwave Irradiation ◽

Theoretical Approach ◽

Sodium Acetate ◽

Hippuric Acid ◽

One Pot ◽

The One

(4Z)-4-[(9-Ethyl-9H-carbazol-3-yl)methylidene]-2-phenyl-1,3-oxazol-5(4H)-one (ECPO) was prepared by the one-pot multi-component reaction of 9-ethyl-9H-carbazole-3-carbaldehyde, hippuric acid, anhydrous sodium acetate and acetic anhydride under microwave irradiation.

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Water-acetic acid mediated an efficient and eco-friendly protocol for the one-pot synthesis of bis-isoxazolyl amino dihydro-1 H -indol-4(5 H )-ones under mild reaction conditions

Tetrahedron Letters ◽

10.1016/j.tetlet.2017.11.027 ◽

2017 ◽

Vol 58 (51) ◽

pp. 4790-4795 ◽

Cited By ~ 3

Author(s):

Modugu Nagi Reddy ◽

Pittala Praveen Kumar

Keyword(s):

Acetic Acid ◽

Reaction Conditions ◽

One Pot ◽

One Pot Synthesis ◽

The One

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THE PREPARATION OF 9-HYDROXYPYRAZOLO[3,4-b]QUINOLINES

Canadian Journal of Chemistry ◽

10.1139/v66-300 ◽

1966 ◽

Vol 44 (17) ◽

pp. 2009-2014 ◽

Cited By ~ 3

Author(s):

R. T. Coutts ◽

J. B. Edwards

Keyword(s):

Acetic Acid ◽

Acetic Anhydride ◽

Hydrazine Hydrate ◽

Sodium Borohydride ◽

Sodium Acetate ◽

The Other ◽

Reduction Product ◽

Type I

4-(2-Nitrobenzylidene)-2-pyrazolin-5-ones (I) were best prepared by heating o-nitrobenzaldehyde and 2-pyrazolin-5-ones in acetic anhydride containing fused sodium acetate (cf. Erlenmeyer azlactone synthesis). Pyrazolones of type I were reductively cyclized with cyclohexene and palladium–charcoal, and gave 3a,4,9,9a-tetrahydro-9-hydroxy-1H-pyrazolo-[3,4-b]quinolines (II) which, as expected, were amphoteric compounds. Of the three other methods of reduction used in this study, two (zinc and acetic acid; sodium borohydride and palladium–charcoal) were capable of producing pyrazoloquinolines, but were less reliable. The other method employed (hydrazine hydrate and palladium–charcoal) caused degradation of the pyrazolone molecule in the two cases examined, and in both, bis(2-aminobenzylidene) hydrazine (V) was the reduction product isolated.

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Reaction of isatins with 6-amino uracils and isoxazoles: isatin ring-opening vs. annulations and regioselective synthesis of isoxazole fused quinoline scaffolds in water

Green Chemistry ◽

10.1039/c5gc00006h ◽

2015 ◽

Vol 17 (6) ◽

pp. 3362-3372 ◽

Cited By ~ 29

Author(s):

Nataraj Poomathi ◽

Sivakalai Mayakrishnan ◽

Doraiswamy Muralidharan ◽

Rajagopal Srinivasan ◽

Paramasivan T. Perumal

Keyword(s):

Ring Opening ◽

Sulphonic Acid ◽

Regioselective Synthesis ◽

One Pot ◽

One Pot Synthesis ◽

The One ◽

Straightforward Approach

A straightforward approach for the one-pot synthesis of isoxazoloquinoline and spiroxindole derivatives in water has been established using p-toluene sulphonic acid as a catalyst.

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An efficient synthesis of pterosin C and other pterosins

Canadian Journal of Chemistry ◽

10.1139/v84-334 ◽

1984 ◽

Vol 62 (10) ◽

pp. 1945-1953 ◽

Cited By ~ 32

Author(s):

Kam-Mui Eva Ng ◽

Trevor C. McMorris

Keyword(s):

Acetic Acid ◽

Acetic Anhydride ◽

Methyl Ether ◽

Sodium Acetate ◽

Synthetic Route ◽

Efficient Synthesis ◽

Trans Isomers ◽

Cis And Trans Isomers ◽

Cis And Trans

A versatile synthetic route to pterosins, sesquiterpenoid indanones present in bracken, Pteridiumaquilinum, has been developed. The route is exemplified by the synthesis of (2S,3S)-pterosin C by Friedel–Crafts bisacylation of the methyl ether of 2-(2,6-dimethylphenyl)ethanol with methylmalonyl chloride. Demethylation of the resulting 1,3-indandione and reduction with zinc and acetic acid in the presence of acetic anhydride and sodium acetate afforded a mixture of racemic cis and trans isomers of pterosin C diacetate, which was hydrolysed to the corresponding pterosins. Separation and resolution via the S-(+)-α-phenylbutyric esters gave (2S,3S)-pterosin C and (2R,3R)-pterosin C. Other pterosins were prepared as racemates from the 1,3-indandione.

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Acetic Acid Catalysed One-Pot Synthesis of Pyrrolo[1,2-a]quinoxaline Derivatives

Synlett ◽

10.1055/s-0039-1690724 ◽

2019 ◽

Vol 30 (19) ◽

pp. 2148-2152

Author(s):

Pia N. M. Allan ◽

Martyna I. Ostrowska ◽

Bhaven Patel

Keyword(s):

Acetic Acid ◽

Air Oxidation ◽

One Pot ◽

One Pot Synthesis ◽

Catalysed Reaction ◽

Quinoxaline Derivatives ◽

Reaction Proceeds ◽

The One

An efficient acetic acid catalysed reaction has been developed for the synthesis of 4-aryl substituted pyrrolo[1,2-a]quinoxalines from readily available starting materials. A range of structures have been synthesised in very good to excellent yields. The one-pot reaction proceeds through imine formation, cyclisation followed by air oxidation.

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