A novel strategy for the synthesis of 2-amino-4,6-diarylnicotinonitrile

Shah, Hetal C.; Shah, Vaishali H.; Desai, Nirmal D.

doi:10.3998/ark.5550190.0010.209

Cited by 16 publications

(6 citation statements)

References 2 publications

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“…Fourier transform infrared (FT-IR) spectra were run on a Shimadzu Infrared spectroscopy FT-IR-8000 and a Bruker spectrum X. The 1 H and 13 C NMR was run on Bruker Avance (400 MHz) instruments in CDCl 3 . Melting points were recorded on a SMP1 melting point apparatus in open capillary tubes and are uncorrected.…”

Section: Catalyst Preparationmentioning

confidence: 99%

“…Chloropropyl silica was prepared according to a previously reported procedure [23]. All of the products were characterized by comparison of their IR, 1 H, and 13 C NMR spectroscopic data and their melting points with the reported values [7][8][9][10][11][12][13][14][15].…”

Section: Catalyst Preparationmentioning

confidence: 99%

“…In contrast, straight-forward and efficient one-pot catalytic procedures for the synthesis of 2-amino-3-cyanopyridines under mild conditions are still limited. Most recently, there have been reports describing the synthesis of 2-amino-3cyanopyridines according to a two step synthesis [13] using either a Brönsted acidic ionic liquid at 150 °C [14] or Yb(PFO) 3 in refluxing ethanol [15].…”

mentioning

confidence: 99%

“…J = 8.0 Hz), 7.88 (d, 2H, J = 8.0 Hz) 13. C NMR (100 MHz, CDCl 3 ): δ 65.36, 109.71, 127.55, 127.96, 128.59, 132.37, 135.29, 138.39, 154.36, 159.78.…”

mentioning

confidence: 99%

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Synthesis of 2-Amino-4,6-diarylnicotinonitriles Using Silica-Bound N-Propyl Triethylenetetramine Sulfamic Acid as a Recyclable Solid Acid Catalyst

Niknam

Jamali

Tajaddod

et al. 2012

Chinese Journal of Catalysis

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Section: Catalyst Preparationmentioning

confidence: 99%

Section: Catalyst Preparationmentioning

confidence: 99%

mentioning

confidence: 99%

“…J = 8.0 Hz), 7.88 (d, 2H, J = 8.0 Hz) 13. C NMR (100 MHz, CDCl 3 ): δ 65.36, 109.71, 127.55, 127.96, 128.59, 132.37, 135.29, 138.39, 154.36, 159.78.…”

mentioning

confidence: 99%

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Synthesis of 2-Amino-4,6-diarylnicotinonitriles Using Silica-Bound N-Propyl Triethylenetetramine Sulfamic Acid as a Recyclable Solid Acid Catalyst

Niknam

Jamali

Tajaddod

et al. 2012

Chinese Journal of Catalysis

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“…The scope of PTC reactions has grown dramatically in the past decade. Phase-transfer catalysis has been applied to a variety of reactions including alkylations, − nucleophilic substitutions, − oxidations, − reductions, polymerizations, , etc.…”

Section: Introductionmentioning

confidence: 99%

Ionic Liquids as Phase-Transfer Catalysts: Etherification Reaction of 1-Octanol with 1-Chlorobutane

Bender¹,

Jepkens²,

Hüsken³

2010

Org. Process Res. Dev.

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Various ionic liquids have been examined along with some traditional phase-transfer catalysts, such as Aliquat reagents, in a standard liquid−liquid phase-transfer catalysis (LLPTC) reaction. A standard O-alkylation LLPTC reaction was chosen because of its relatively high yields and low incident of reaction side products. As expected, quaternary tetraalkyl ammonium catalysts all resulted in high conversion to product. Aliquat HTA-1, a high temperature phase-transfer catalyst normally used in nonaqueous reactions, resulted in yields only slightly higher than the noncatalyzed reaction. Substituted pyrrolidinium salts had relatively good catalytic activity, while substituted pyridinium and imidazolium catalysts showed either very little or no catalytic activity. Catalysts with fixed cationic charges resulted in high conversion for the etherification reactions; however, compounds with an aromatic π-bonding system were not suitable as phase-transfer catalysts.

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Fe₃O₄@TiO₂@O₂PO₂(CH₂)NHSO₃H as a novel nanomagnetic catalyst: Application to the preparation of 2‐amino‐4,6‐diphenylnicotinonitriles via anomeric‐based oxidation

Zolfigol

Yarie

2016

Applied Organom Chemis

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A new, green and reusable nanomagnetic heterogeneous catalyst, namely Fe 3 O 4 @TiO 2 @O 2 PO 2 (CH 2 )NHSO 3 H, was synthesized and fully characterized using suitable techniques such as infrared spectroscopy, X-ray diffraction, scanning and transmission electron microscopies, thermogravimetry, vibrating sample magnetometry and energy-dispersive X-ray spectroscopy. The applicability of the constructed heterogeneous core-shell catalyst as a promoter was successfully explored for the synthesis of 2-amino-4,6-diphenylnicotinonitrile derivatives upon the reaction of a good range of aromatic aldehydes, acetophenone derivatives, malononitrile and ammonium acetate. The desired products were obtained with good to high yields in short reaction times under solvent-free conditions. The suggested mechanism offers an anomeric-based oxidation route to the products in the final step of the synthetic pathway. KEYWORDS 2-amino-4,6-diphenylnicotinonitriles, anomeric-based oxidation, Fe 3 O 4 @TiO 2 @O 2 PO 2 (CH 2 )NHSO 3 H, nanomagnetic heterogeneous catalyst, solvent-free and benign conditions

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A novel strategy for the synthesis of 2-amino-4,6-diarylnicotinonitrile

Cited by 16 publications

References 2 publications

Synthesis of 2-Amino-4,6-diarylnicotinonitriles Using Silica-Bound N-Propyl Triethylenetetramine Sulfamic Acid as a Recyclable Solid Acid Catalyst

Synthesis of 2-Amino-4,6-diarylnicotinonitriles Using Silica-Bound N-Propyl Triethylenetetramine Sulfamic Acid as a Recyclable Solid Acid Catalyst

Ionic Liquids as Phase-Transfer Catalysts: Etherification Reaction of 1-Octanol with 1-Chlorobutane

Fe₃O₄@TiO₂@O₂PO₂(CH₂)NHSO₃H as a novel nanomagnetic catalyst: Application to the preparation of 2‐amino‐4,6‐diphenylnicotinonitriles via anomeric‐based oxidation

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A novel strategy for the synthesis of 2-amino-4,6-diarylnicotinonitrile

Cited by 16 publications

References 2 publications

Synthesis of 2-Amino-4,6-diarylnicotinonitriles Using Silica-Bound N-Propyl Triethylenetetramine Sulfamic Acid as a Recyclable Solid Acid Catalyst

Synthesis of 2-Amino-4,6-diarylnicotinonitriles Using Silica-Bound N-Propyl Triethylenetetramine Sulfamic Acid as a Recyclable Solid Acid Catalyst

Ionic Liquids as Phase-Transfer Catalysts: Etherification Reaction of 1-Octanol with 1-Chlorobutane

Fe3O4@TiO2@O2PO2(CH2)NHSO3H as a novel nanomagnetic catalyst: Application to the preparation of 2‐amino‐4,6‐diphenylnicotinonitriles via anomeric‐based oxidation

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Fe₃O₄@TiO₂@O₂PO₂(CH₂)NHSO₃H as a novel nanomagnetic catalyst: Application to the preparation of 2‐amino‐4,6‐diphenylnicotinonitriles via anomeric‐based oxidation