Alternatived Products of [ 17788-93-1 ]
Product Details of [ 17788-93-1 ]
CAS No. : | 17788-93-1 |
MDL No. : | MFCD33022394 |
Formula : |
C20H12N2
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | RFBQFWLDUKDOND-UHFFFAOYSA-N |
M.W : |
280.32
|
Pubchem ID : | 66675539 |
Synonyms : |
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Application In Synthesis of [ 17788-93-1 ]
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
- Downstream synthetic route of [ 17788-93-1 ]
- 1
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[ 3365-85-3 ]
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[ 151-50-8 ]
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[ 17788-93-1 ]
- 2
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[ 623-00-7 ]
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[ 4612-26-4 ]
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[ 17788-93-1 ]
Yield | Reaction Conditions | Operation in experiment |
99% |
With C37H28N8O*2Cl(1-)*Pd(2+); potassium carbonate; In ethanol; at 70℃; for 2h; |
General procedure: Arylhalide (5.0 mmol) and phenylboronic acid (5.0 mmol), K2CO3 (5.0 mmol) and X-Pd3L (0.005 mol% Pd loading) were added to a solutionof 12 mL EtOH under ambient atmosphere. The mixture was stirred at 70 C for 2 h. After cooling, H2O (10 mL) was added into the resultant mixture and the product was extracted by ethyl acetate (3 × 10 mL). The organic phase was combined and dried over Na2SO4. After removal of solvent, the product was dried at 60 C. In most cases, the products are pure (analyzed by 1H NMR spectroscopy) because it is an equal stoichiometric reaction and the substrates are completely converted into product. If the product is impure, the purification can be performed ona silica gel chromatography (hexane:ether = 60:1 as an eluent). All products were confirmed by 1H and 13C NMR and compared with literatures (see SI). For the recycled experiment, the xerogel catalyst was recovered by centrifugation and washed with EtOH (3 × 4 mL) after reaction, then dried in air. |
86% |
With palladium; potassium carbonate; In methanol; acetonitrile; at 20℃; for 2h; |
General procedure: To a freshly prepared solution of PdNPs (10 mL, 0.02 mmol), required amount of K2CO3 (2 mmol) was added followed by aryldihalides/ arylhalide (1 mmol) and arylboronic acid (3 mmol)/diboronic acid (0.75 mmol). Then, the reaction mixture was stirred at room temperature in open atmosphere. The reaction was monitored by TLC and was stopped after the complete consumption of starting material. The desired product got precipitated out which was separated by filtration and extracted with chloroform. The chloroform layer was evaporated to get the terphenyl in pure state. |
Reference:
[1]Catalysis Communications,2017,vol. 89,p. 100 - 105
[2]European Journal of Inorganic Chemistry,2015,vol. 2015,p. 520 - 526
[3]Catalysis Communications,2013,vol. 31,p. 16 - 20
[4]Journal of Medicinal Chemistry,2006,vol. 49,p. 5324 - 5332
- 3
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[ 17788-93-1 ]
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[ 910547-74-9 ]
Yield | Reaction Conditions | Operation in experiment |
68% |
With hydroxylamine hydrochloride; potassium <i>tert</i>-butylate In dimethyl sulfoxide at 5 - 20℃; |
|
Reference:
[1]Ismail, Mohamed A.; Arafa, Reem K.; Brun, Reto; Wenzler, Tanja; Miao, Yi; Wilson, W. David; Generaux, Claudia; Bridges, Arlene; Hall, James E.; Boykin, David W.
[Journal of Medicinal Chemistry, 2006, vol. 49, # 17, p. 5324 - 5332]
- 4
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[ 92-94-4 ]
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[ 17788-93-1 ]
Yield | Reaction Conditions | Operation in experiment |
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Multi-step reaction with 3 steps
1: fuming HNO3 / acetic acid
2: SnCl2, aq. HCl
3: (i) NaNO2, aq. HCl, (ii) /BRN= 4652394/, aq. CuSO4 |
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- 5
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[ 3282-11-9 ]
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[ 17788-93-1 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1: SnCl2, aq. HCl
2: (i) NaNO2, aq. HCl, (ii) /BRN= 4652394/, aq. CuSO4 |
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Yield | Reaction Conditions | Operation in experiment |
73% |
|
|
- 7
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[ 17788-93-1 ]
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[ 4039-32-1 ]
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C32H50N4Si4
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
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In tetrahydrofuran at 20℃; |
|
Reference:
[1]Hu, Laixing; Arafa, Reem K.; Ismail, Mohamed A.; Wenzler, Tanja; Brun, Reto; Munde, Manoj; Wilson, W. David; Nzimiro, Sandra; Samyesudhas, Serene; Werbovetz, Karl A.; Boykin, David W.
[Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 1, p. 247 - 251]
- 8
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[ 4612-26-4 ]
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[ 17788-93-1 ]
Yield | Reaction Conditions | Operation in experiment |
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With sodium carbonate In toluene at 80℃; |
|
Reference:
[1]Hu, Laixing; Arafa, Reem K.; Ismail, Mohamed A.; Wenzler, Tanja; Brun, Reto; Munde, Manoj; Wilson, W. David; Nzimiro, Sandra; Samyesudhas, Serene; Werbovetz, Karl A.; Boykin, David W.
[Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 1, p. 247 - 251]
- 9
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[ 17788-93-1 ]
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[ 7440-48-4 ]
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[ 930088-66-7 ]
Yield | Reaction Conditions | Operation in experiment |
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In neat (no solvent) UHV chamber at less than 2E-10 mbar; Co atoms and p-terphenyl-4,4''-dicarbonitrile subsequently deposited on Ag(111) surface heated at 300 K by heating Co with electron beam and ligand by molecular beam epitaxy from Knudsen cell evaporator held at 460 K; |
|
Reference:
[1]Stepanow, Sebastain; Lin, Nian; Payer, Dietmar; Schlickum, Uta; Klappenberger, Florian; Zoppellaro, Giorgio; Ruben, Mario; Brune, Harald; Barth, Johannes V.; Kern, Klaus
[Angewandte Chemie - International Edition, 2007, vol. 46, # 5, p. 710 - 713]
- 10
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[ 106-37-6 ]
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[ 126747-14-6 ]
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[ 17788-93-1 ]
Yield | Reaction Conditions | Operation in experiment |
90% |
With potassium carbonate In ethyl acetate at 90℃; for 2h; |
|
79% |
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran at 65℃; for 24h; Inert atmosphere; |
|
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With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran |
|
Reference:
[1]Han, Yi; Di, Jia-Qi; Zhao, Ai-Dong; Zhang, Zhan-Hui
[Applied Organometallic Chemistry, 2019, vol. 33, # 10]
[2]Location in patent: experimental part
Luo, Zhonghua; Zhu, Hongjun; Song, Guangliang; Chang, Jin; Liu, Rui
[Dyes and Pigments, 2011, vol. 88, # 3, p. 274 - 279]
[3]Location in patent: scheme or table
Luo, Zhonghua; Shi, Hong; Zhu, Hongjun; Song, Guangliang; Liu, Yuanyuan
[Dyes and Pigments, 2012, vol. 92, # 1, p. 596 - 602]
- 11
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[ 623-00-7 ]
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[ 17788-93-1 ]
Yield | Reaction Conditions | Operation in experiment |
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Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 1.5 h / -70 °C / Inert atmosphere
1.2: -70 - 20 °C
2.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / tetrahydrofuran / 24 h / 65 °C / Inert atmosphere |
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- 12
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[ 17788-93-1 ]
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[ 496-72-0 ]
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[ 1234837-37-6 ]
Yield | Reaction Conditions | Operation in experiment |
88% |
Stage #1: [1,1′:4′,1”‐terphenyl]‐4,4″‐dicarbonitrile; 4-methyl-1,2-diaminobenzene at 200℃; for 4h; Neat (no solvent);
Stage #2: With sodium carbonate In water |
|
87% |
With phosphoric acid at 180℃; for 6h; |
|
Reference:
[1]Location in patent: experimental part
Luo, Zhonghua; Shi, Hong; Zhu, Hongjun; Song, Guangliang; Liu, Yuanyuan
[Dyes and Pigments, 2012, vol. 92, # 1, p. 596 - 602]
[2]Location in patent: experimental part
Luo, Zhonghua; Zhu, Hongjun; Song, Guangliang; Chang, Jin; Liu, Rui
[Dyes and Pigments, 2011, vol. 88, # 3, p. 274 - 279]
- 13
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[ 17788-93-1 ]
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[ 95-54-5 ]
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[ 1234837-34-3 ]
Yield | Reaction Conditions | Operation in experiment |
87% |
Stage #1: [1,1′:4′,1”‐terphenyl]‐4,4″‐dicarbonitrile; 1,2-diamino-benzene at 200℃; for 4h; Neat (no solvent);
Stage #2: With sodium carbonate In water |
|
85% |
With phosphoric acid at 180℃; for 6h; |
|
Reference:
[1]Location in patent: experimental part
Luo, Zhonghua; Shi, Hong; Zhu, Hongjun; Song, Guangliang; Liu, Yuanyuan
[Dyes and Pigments, 2012, vol. 92, # 1, p. 596 - 602]
[2]Location in patent: experimental part
Luo, Zhonghua; Zhu, Hongjun; Song, Guangliang; Chang, Jin; Liu, Rui
[Dyes and Pigments, 2011, vol. 88, # 3, p. 274 - 279]
- 14
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[ 17788-93-1 ]
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[ 1575-37-7 ]
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[ 1234837-36-5 ]
Yield | Reaction Conditions | Operation in experiment |
81% |
With phosphoric acid at 180℃; for 6h; |
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- 15
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[ 17788-93-1 ]
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4,4''-bis(1,3-diethyl-2-benzimidazolium)-[1,1';4',1'']-terphenyl dibromide
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
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Multi-step reaction with 2 steps
1: polyphosphoric acid / 4 h / 200 °C / Neat (no solvent)
2: sodium carbonate / N,N-dimethyl-formamide / 24 h / 110 °C / Autoclave |
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- 16
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[ 17788-93-1 ]
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4,4''-(1,3-di-n-butyl-2-benzimidazolium)-[1,1';4',1'']-terphenyl dibromide
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
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Multi-step reaction with 2 steps
1: polyphosphoric acid / 4 h / 200 °C / Neat (no solvent)
2: sodium carbonate / N,N-dimethyl-formamide / 24 h / 110 °C / Autoclave |
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- 17
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[ 17788-93-1 ]
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4,4''-bis(5-methyl-1,3-diethyl-2-benzimidazolium)-[1,1';4',1'']-terphenyl dibromide
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
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Multi-step reaction with 2 steps
1: polyphosphoric acid / 4 h / 200 °C / Neat (no solvent)
2: sodium carbonate / N,N-dimethyl-formamide / 24 h / 110 °C / Autoclave |
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- 18
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[ 17788-93-1 ]
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[1,1';4',1'']-terphenyl-4,4''-bis(5-methyl-1,3-dibutyl-2-benzimidazolium bromide)
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
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Multi-step reaction with 2 steps
1: polyphosphoric acid / 4 h / 200 °C / Neat (no solvent)
2: sodium carbonate / N,N-dimethyl-formamide / 24 h / 110 °C / Autoclave |
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- 19
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dipotassium phenylene-1,4-bis(trifluoroborate)
[ No CAS ]
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[ 623-00-7 ]
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[ 17788-93-1 ]
Yield | Reaction Conditions | Operation in experiment |
64% |
With choline chloride; palladium diacetate; sodium carbonate; glycerol at 60℃; for 5h; |
|
Reference:
[1]Dilauro, Giuseppe; García, Sergio Mata; Tagarelli, Donato; Vitale, Paola; Perna, Filippo M.; Capriati, Vito
[ChemSusChem, 2018, vol. 11, # 19, p. 3495 - 3501]