Synthesis and study of the fluorescent behavior of 3-pyridinecarbonitriles

Jachak, Madhukar N.; Bagul, Sandeep M.; Ghotekar, Bhausaheb K.; Toche, Raghunath B.

doi:10.1007/s00706-009-0116-8

Cited by 16 publications

(4 citation statements)

References 13 publications

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“…Using these reports and our earlier communication, in relation to fluorescence properties of dipyrazolopyridines (DPP) 13, pyrazolopyrrolopyridine (PPP) 14 and pyridine‐3‐carbonitriles 15, herein, we report the synthesis of benzo[ b ][1,8] naphthyridines 8 starting from 2‐aminoquinoline‐3‐carbaldehyde 7 (heterocyclic orthoaminoaldehyde). The photophysical properties of 8 were studied and compared absorption and emission maxima with reference to donor and acceptor substituents on it.…”

Section: Introductionmentioning

confidence: 91%

Novel synthesis of 2‐aminoquinoline‐3‐carbaldehyde, benzo[b][1,8]naphthyridines and study of their fluorescence behavior

Shelar¹,

Birari²,

Rote³

et al. 2010

J of Physical Organic Chem

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A novel route was successfully developed for the synthesis of new synthons, orthoamino formyl quinoline (heterocyclic orthoaminoaldehyde) and utilized for the synthesis of series of benzonaphthyridines by Friedländer condensation reactions with benzoylacetonitrile. The benzonaphthyridines synthesized were further studied for their fluorescence properties. Copyright © 2010 John Wiley & Sons, Ltd.

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Section: Introductionmentioning

confidence: 91%

Novel synthesis of 2‐aminoquinoline‐3‐carbaldehyde, benzo[b][1,8]naphthyridines and study of their fluorescence behavior

Shelar¹,

Birari²,

Rote³

et al. 2010

J of Physical Organic Chem

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“…Potassium alkoxides are also suitable partners for this transformation. In 2009, Jachak et al reported a potassium-hydroxide-catalyzed synthesis of 2-alkoxypyridines 229 from Michael acceptor 228 , malononitrile, and methanol, ethanol, or n -propanol in good yields (Scheme ) . Photophysical data were collected, and the substitution pattern on aromatic substituent R 1 dramatically influenced the fluorescence properties of these pyridines.…”

Section: -Thio- 2-amino- and 2-alkoxypyridine Synthesismentioning

confidence: 99%

Metal-Free Multicomponent Syntheses of Pyridines

et al. 2014

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“…On the other hand, pharmacologically, Benzamide-grounded derivations represent one of the most important classes of organic heterocyclic composites with anti-microbial exertion like anti-bacterial, anti-fungal, herbicidal and anti-viral activities. [7][8][9] Grounded on these donation; we will durability of our medicine exploration program concerning conflation of new, safer and further biologically active derivatives, 10,11 so that it gives interest to synthesize a new series of Benzamide-grounded derivations so that it gives more active and less-poisonous antimicrobial agents. The first Benzamide was set Wohler and Liebig in 1832.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization and in vitro Anti-bacterial Activity of “2-chloro-N-{[(2-chlorophenyl) amino] sulfinyl}- N-phenylbenzamide Nucleus and its Derivatives”

Bhor,

Bangar,

Bhagat

2023

Int J. Pharm. Investigation

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Introduction: This study describes a new route to the synthesis of novel (2-chloro-N-{[(2-chlorophenyl) amino] sulfinyl}-N-phenylbenzamide derivatives. Benzamide-based derivatives were prepared through a reaction of benzoyl chloride with 2-chloroaniline with conventional methods by alkylation with Thionyl chloride and then a reaction with 2-chloroaniline to get target compound i.e., novel 2-chloro-N-{[(2-chlorophenyl)amino]sulfinyl}-N-phenylbenzamide. Benzamides are structural parent of carbonic acid amide of the benzoic acid. Benzamides has the carbon snippet being attached to oxygen and also a nitrogen group attached with hydrogen atom 2 . In pharmaceutical request; three active medicines have been considerably in used for psychiatry and other affiliated medical fields; i.e., Sulpiride, Amisulpride and Remoxipride. Objectives: To synthesize 2-chloro-N-{[(2-chlorophenyl)amino]sulfinyl}-N-phenylbenzamide derivative and with its Characterization and its biological activity. Materials and Methods: The structure confirmations were done by FTIR, Magnetic Resonance Spectroscopy (MRS) and MS. The (2-chloro-N-{[(2-chlorophenyl) amino] sulfinyl}-N-phenylbenzamide compounds and its derivatives were investigated for in vitro screening. Structural activity relationship studies reveal that compounds possessing an electron-withdrawing group exhibit better activity than electron-donating groups. Results: Based on the results obtained, when compared to common medicines like Ciprofloxacin; the compounds 2-({[(2-chlorobenzoyl)(phenyl) amino]sulfinyl}amino)phenyl formate (BB8), 2-({[(2-chlorobenzoyl) (phenyl) amino] sulfinyl} amino)phenyl-2-aminophenyl-2-(4-nitrophenoxy) aniline (BB9), 2-({[(2-chlorobenzoyl) (phenyl) amino]sulfinyl}amino)phenyl-2-aminophenyl-2-(3-nitrophenoxy) aniline (BB10) showed good significant activity. Against S. aureus and Pseudomonas aeruginosa. Conclusion: The title compounds and its derivatives were investigated for anti-bacterial Activity. Structural activity relationship studies told that electron-withdrawing group exhibit good activity than the electron-donating groups.

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Synthesis and study of the fluorescent behavior of 3-pyridinecarbonitriles

Cited by 16 publications

References 13 publications

Novel synthesis of 2‐aminoquinoline‐3‐carbaldehyde, benzo[b][1,8]naphthyridines and study of their fluorescence behavior

Novel synthesis of 2‐aminoquinoline‐3‐carbaldehyde, benzo[b][1,8]naphthyridines and study of their fluorescence behavior

Metal-Free Multicomponent Syntheses of Pyridines

Synthesis, Characterization and in vitro Anti-bacterial Activity of “2-chloro-N-{[(2-chlorophenyl) amino] sulfinyl}- N-phenylbenzamide Nucleus and its Derivatives”

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