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Chemistry
Heterocyclic Building Blocks
Pyridines
[2,2'-Bipyridine]-5,5'-dicarbaldehyde
Chemistry
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[ CAS No. 135822-72-9 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 135822-72-9
Chemical Structure| 135822-72-9
Chemical Structure| 135822-72-9
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Quality Control of [ 135822-72-9 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification
Alternatived Products of [ 135822-72-9 ]

Product Details of [ 135822-72-9 ]

CAS No. :135822-72-9 MDL No. :MFCD03093215
Formula : C12H8N2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :SUQGULAGAKSTIB-UHFFFAOYSA-N
M.W : 212.20 Pubchem ID :15547968
Synonyms :

Calculated chemistry of [ 135822-72-9 ]

Physicochemical Properties

Num. heavy atoms : 16
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.0
Num. rotatable bonds : 3
Num. H-bond acceptors : 4.0
Num. H-bond donors : 0.0
Molar Refractivity : 58.24
TPSA : 59.92 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -7.31 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.47
Log Po/w (XLOGP3) : 0.4
Log Po/w (WLOGP) : 1.77
Log Po/w (MLOGP) : -0.4
Log Po/w (SILICOS-IT) : 2.77
Consensus Log Po/w : 1.2

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -1.76
Solubility : 3.65 mg/ml ; 0.0172 mol/l
Class : Very soluble
Log S (Ali) : -1.22
Solubility : 12.7 mg/ml ; 0.0596 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -4.07
Solubility : 0.0179 mg/ml ; 0.0000843 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.83

Safety of [ 135822-72-9 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P264-P271-P280-P302+P352-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 135822-72-9 ]

* 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 [ 135822-72-9 ]

[ 135822-72-9 ] Synthesis Path-Downstream   1~39

  • 1
  • [ 4097-89-6 ]
  • [ 135822-72-9 ]
  • [ 135852-89-0 ]
YieldReaction ConditionsOperation in experiment
78% In acetonitrile Ambient temperature;
73% In acetonitrile at 20℃;
Reference： [1]Mendoza, Javier de; Mesa, Esther; Rodriguez-Ubis, Juan-Carlos; Vazquez, Purificacion; Voegtle, Fritz; et al. [Angewandte Chemie, 1991, vol. 103, # 10, p. 1365 - 1367]
[2]Chi, Xiaodong; He, Yanlei; Luo, Dan; Sessler, Jonathan L.; Tian, Jinya [Journal of the American Chemical Society, 2022, vol. 144, # 1, p. 113 - 117]
  • 2
  • [ 14384-45-3 ]
  • [ 135822-72-9 ]
  • C24H32N6O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With selenium(IV) oxide In methanol Ambient temperature;
Reference： [1]Ulrich, Gilles; Ziessel, Raymond [Tetrahedron Letters, 1994, vol. 35, # 8, p. 1215 - 1218]
  • 3
  • [ 14384-45-3 ]
  • [ 135822-72-9 ]
  • [ 156137-23-4 ]
YieldReaction ConditionsOperation in experiment
52% With sodium periodate In dichloromethane; water at 0℃;
Reference： [1]Ulrich, Gilles; Ziessel, Raymond; Luneau, Dominique; Rey, Paul [Tetrahedron Letters, 1994, vol. 35, # 8, p. 1211 - 1214]
  • 4
  • [ 52199-35-6 ]
  • [ 135822-72-9 ]
  • C136H84N24 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With trifluoroacetic acid In N,N-dimethyl acetamide; acetonitrile for 12h; Ambient temperature;
Reference： [1]Kreysel; Vogtle [Synthesis, 1992, # 8, p. 733 - 734]
  • 5
  • [ 14384-45-3 ]
  • [ 135822-72-9 ]
  • 5,5'-bis(1,3-dihydroxy-4,4,5,5-tetramethylimidazolin-2-yl)-2,2'-bipyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
88% In toluene Inert atmosphere; Reflux;
85% In methanol at 20℃; for 72h;
Reference： [1]Borozdina, Yulia B.; Mostovich, Evgeny A.; Cong, Pham Thanh; Postulka, Lars; Wolf, Bernd; Lang, Michael; Baumgarten, Martin [Journal of Materials Chemistry C, 2017, vol. 5, # 35, p. 9053 - 9065]
[2]Ziessel, Raymond; Ulrich, Gilles; Lawson, Raphael C.; Echegoyen, Luis [Journal of Materials Chemistry, 1999, vol. 9, # 7, p. 1435 - 1448]
  • 6
  • [ 1888-75-1 ]
  • [ 135822-72-9 ]
  • 5'-(1-hydroxy-2-methyl-propyl)-[2,2']bipyridinyl-5-carbaldehyde [ No CAS ]
  • 1-[5'-(1-hydroxy-2-methyl-propyl)-[2,2']bipyridinyl-5-yl]-2-methyl-propan-1-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 9% 2: 3% In toluene; pentane at 0℃;
Reference： [1]Tanji, Shigehisa; Shibata, Takanori; Sato, Itaru; Soai, Kenso [Journal of the Chemical Society. Perkin Transactions 1 (2001), 2001, # 3, p. 217 - 218]
  • 7
  • [ 1119-90-0 ]
  • [ 135822-72-9 ]
  • 2-butyl-1,2-dihydro-[2,2']bipyridinyl-5,5'-dicarbaldehyde [ No CAS ]
  • 5'-(1-hydroxy-pentyl)-[2,2']bipyridinyl-5-carbaldehyde [ No CAS ]
  • 1-[5'-(1-hydroxy-pentyl)-[2,2']bipyridinyl-5-yl]-pentan-1-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 26% 2: 15% 3: 17% In toluene at 0℃;
Reference： [1]Tanji, Shigehisa; Shibata, Takanori; Sato, Itaru; Soai, Kenso [Journal of the Chemical Society. Perkin Transactions 1 (2001), 2001, # 3, p. 217 - 218]
  • 8
  • [ 557-20-0 ]
  • [ 135822-72-9 ]
  • 2-ethyl-1,2-dihydro-[2,2']bipyridinyl-5,5'-dicarbaldehyde [ No CAS ]
  • 5'-(1-hydroxy-propyl)-[2,2']bipyridinyl-5-carbaldehyde [ No CAS ]
  • 1-[5'-(1-hydroxy-propyl)-[2,2']bipyridinyl-5-yl]-propan-1-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 24% 2: 18% 3: 19% In toluene at 0℃;
Reference： [1]Tanji, Shigehisa; Shibata, Takanori; Sato, Itaru; Soai, Kenso [Journal of the Chemical Society. Perkin Transactions 1 (2001), 2001, # 3, p. 217 - 218]
  • 9
  • [ 920-39-8 ]
  • [ 135822-72-9 ]
  • 5'-(1-hydroxy-2-methyl-propyl)-[2,2']bipyridinyl-5-carbaldehyde [ No CAS ]
  • 1-[5'-(1-hydroxy-2-methyl-propyl)-[2,2']bipyridinyl-5-yl]-2-methyl-propan-1-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 35% 2: 17% In tetrahydrofuran; diethyl ether at 0℃;
Reference： [1]Tanji, Shigehisa; Shibata, Takanori; Sato, Itaru; Soai, Kenso [Journal of the Chemical Society. Perkin Transactions 1 (2001), 2001, # 3, p. 217 - 218]
  • 10
  • [ 625-81-0 ]
  • [ 135822-72-9 ]
  • 2-isopropyl-1,2-dihydro-[2,2']bipyridinyl-5,5'-dicarbaldehyde [ No CAS ]
YieldReaction ConditionsOperation in experiment
69% In toluene at 0℃; for 1h;
Reference： [1]Tanji, Shigehisa; Shibata, Takanori; Sato, Itaru; Soai, Kenso [Journal of the Chemical Society. Perkin Transactions 1 (2001), 2001, # 3, p. 217 - 218]
  • 11
  • 2-isopropyl-1,2-dihydro-[2,2']bipyridinyl-5,5'-dicarbaldehyde [ No CAS ]
  • [ 3031-75-2 ]
  • [ 135822-72-9 ]
YieldReaction ConditionsOperation in experiment
99% With air In dichloromethane at 20℃;
Reference： [1]Tanji, Shigehisa; Shibata, Takanori; Sato, Itaru; Soai, Kenso [Journal of the Chemical Society. Perkin Transactions 1 (2001), 2001, # 3, p. 217 - 218]
  • 12
  • [ 63361-65-9 ]
  • [ 135822-72-9 ]
YieldReaction ConditionsOperation in experiment
63% With Dess-Martin periodane In dichloromethane at 20℃; for 1h; Inert atmosphere;
15 % Chromat. With pyridine; lead(IV) acetate at 90℃; for 2h;
Reference： [1]Forato, Florian; Belhboub, Anouar; Monot, Julien; Petit, Marc; Benoit, Roland; Sarou-Kanian, Vincent; Fayon, Franck; Jacquemin, Denis; Queffelec, Clémence; Bujoli, Bruno [Chemistry - A European Journal, 2018, vol. 24, # 10, p. 2457 - 2465]
[2]Narayan; Geetha; Nakmanovich; Ehrenfreund; Eichen [Journal of Physical Chemistry B, 2001, vol. 105, # 32, p. 7671 - 7677]
  • 13
  • [ 124-22-1 ]
  • [ 135822-72-9 ]
  • 4,4'-didodecyldiimino-2,2'-bipyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% In ethanol for 7h; Heating;
Reference： [1]Galyametdinov; Turanova; Van, Ven; Knyazev; Haase [Doklady Chemistry, 2002, vol. 384, # 1-3, p. 144 - 146]
  • 14
  • [ 135822-72-9 ]
  • [ 153305-75-0 ]
  • Poly(5,5'-vinylene-2,2'-bipyridine) [ No CAS ]
YieldReaction ConditionsOperation in experiment
50% With sodium ethanolate In ethanol; dichloromethane at 20℃;
Reference： [1]Narayan; Geetha; Nakmanovich; Ehrenfreund; Eichen [Journal of Physical Chemistry B, 2001, vol. 105, # 32, p. 7671 - 7677]
  • 15
  • [ 153305-75-0 ]
  • [ 135822-72-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: NaBH4 / ethanol / Heating 1.2: acetone / 1 h / Heating 1.3: aq. K2CO3 / 1 h / Heating 2.1: 15 percent Chromat. / pyridine; Pb(CH3CO2)4 / 2 h / 90 °C
Reference： [1]Narayan; Geetha; Nakmanovich; Ehrenfreund; Eichen [Journal of Physical Chemistry B, 2001, vol. 105, # 32, p. 7671 - 7677]
  • 16
  • [ 135822-72-9 ]
  • [ 156137-23-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 85 percent / methanol / 72 h / 20 °C 2: 52 percent / aq. sodium periodate / CH2Cl2 / 1 h
Reference： [1]Ziessel, Raymond; Ulrich, Gilles; Lawson, Raphael C.; Echegoyen, Luis [Journal of Materials Chemistry, 1999, vol. 9, # 7, p. 1435 - 1448]
  • 17
  • [ 135822-72-9 ]
  • 2,2'-(bipyridine-1,1'-diyl)bis(4,4,5,5-tetramethylimidazolidine-1-oxyl) [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: SeO2 / methanol / Ambient temperature 2: 65 percent / NaIO4
Multi-step reaction with 2 steps 1: toluene / Inert atmosphere; Reflux 2: manganese(IV) oxide / nitromethane / 0.58 h / 20 °C
Reference： [1]Ulrich, Gilles; Ziessel, Raymond [Tetrahedron Letters, 1994, vol. 35, # 8, p. 1215 - 1218]
[2]Borozdina, Yulia B.; Mostovich, Evgeny A.; Cong, Pham Thanh; Postulka, Lars; Wolf, Bernd; Lang, Michael; Baumgarten, Martin [Journal of Materials Chemistry C, 2017, vol. 5, # 35, p. 9053 - 9065]
  • 18
  • (1E,1'E)-2,2'-([2,2'-bipyridine]-5,5'-diyl)bis(N,N-dimethylethen-1-amine) [ No CAS ]
  • [ 135822-72-9 ]
YieldReaction ConditionsOperation in experiment
73% With sodium periodate In tetrahydrofuran; dichloromethane; water at 20℃;
72% With sodium periodate In tetrahydrofuran; dichloromethane; water at 20℃; for 20h;
70% With sodium periodate In tetrahydrofuran; dichloromethane; water at 20℃; for 20h;
70% With sodium periodate In tetrahydrofuran; dichloromethane; water at 20℃; for 20h; 2,2’-BPyDCA.S2d 5.5’-Bis(2-dimethylaminovinyl)-2,2’-bipyridine (100 mg, 0.34 mmol) was dissolved in a mixture of CH2Cl2 (4.5 mL) and THF (15 mL). The mixture was added with sodium perioxide (0.553 g, 2.6 mmol) in water (3 mL) and was stirred at r.t. for 20 h. The solid was filtered off and the solution was concentrated and extracted with CHCl3. The organic phase was dried over MgSO4 and evaporated to afford the crude product. The crude product was washed with MeOH to give the target compound in 70% yield. 1H NMR (DMSO, 400 MHz): δ(ppm) 10.16 (s, 2H), 9.20 (s,2H), 8.65-8.64 (d, 2H), 8.43-8.40 (t, 2H).

Reference： [1]Liu, Shuyang; Tian, Miao; Bu, Xiubin; Tian, Hua; Yang, Xiaobo [Chemistry - A European Journal, 2021, vol. 27, # 28, p. 7738 - 7744]
[2]Hodacova, Jana; Budesinsky, Milos [Organic Letters, 2007, vol. 9, # 26, p. 5641 - 5643]
[3]Chen, Xiong; Huang, Ning; Gao, Jia; Xu, Hong; Xu, Fei; Jiang, Donglin [Chemical Communications, 2014, vol. 50, # 46, p. 6161 - 6163]
[4]Chen, Xiong; Gao, Jia; Jiang, Donglin [Chemistry Letters, 2015, vol. 44, # 9, p. 1257 - 1259]
  • 19
  • [ 135822-72-9 ]
  • (1R,2R)-1,2-diaminocyclohexane tartrate [ No CAS ]
  • C54H54N12 [ No CAS ]
YieldReaction ConditionsOperation in experiment
82% With triethylamine In methanol; chloroform at 20℃; for 24h;
Reference： [1]Hodacova, Jana; Budesinsky, Milos [Organic Letters, 2007, vol. 9, # 26, p. 5641 - 5643]
  • 20
  • [ 135822-72-9 ]
  • (1S,2S)-cyclohexane-1,2-diammonium 2,3-dihydroxysuccinate [ No CAS ]
  • C54H54N12 [ No CAS ]
YieldReaction ConditionsOperation in experiment
84% With triethylamine In methanol; chloroform at 20℃; for 24h;
Reference： [1]Hodacova, Jana; Budesinsky, Milos [Organic Letters, 2007, vol. 9, # 26, p. 5641 - 5643]
  • 21
  • [ 135822-72-9 ]
  • [ 95-55-6 ]
  • C24H18N4O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
70% In ethanol at 70℃; for 3h;
Reference： [1]Suganya, Sivalingam; Zo, Hye Jin; Park, Jong S.; Velmathi, Sivan [Journal of Molecular Recognition, 2014, vol. 27, # 12, p. 689 - 695]
  • 22
  • [ 1762-34-1 ]
  • [ 135822-72-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide 2: sodium periodate / tetrahydrofuran; water
Multi-step reaction with 2 steps 1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 14 h / Inert atmosphere; Reflux 2: hexamethylenetetramine / water; ethanol / 60 h
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide / 72 h / 120 °C / Inert atmosphere 2: sodium periodate / dichloromethane; tetrahydrofuran; water / 22 h / 20 °C / Inert atmosphere
Reference： [1]Suganya, Sivalingam; Zo, Hye Jin; Park, Jong S.; Velmathi, Sivan [Journal of Molecular Recognition, 2014, vol. 27, # 12, p. 689 - 695]
[2]Borozdina, Yulia B.; Mostovich, Evgeny A.; Cong, Pham Thanh; Postulka, Lars; Wolf, Bernd; Lang, Michael; Baumgarten, Martin [Journal of Materials Chemistry C, 2017, vol. 5, # 35, p. 9053 - 9065]
[3]Current Patent Assignee: KYUSHU INSTITUTE OF TECHNOLOGY; NIPPON STEEL CORPORATION - JP2017/178911, 2017, A
  • 23
  • (2-(4′-(2-dimethylaminovinyl)-(2,2′)-bipyridinyl-4-yl)vinyl)dimethylamine [ No CAS ]
  • [ 135822-72-9 ]
YieldReaction ConditionsOperation in experiment
72% With sodium periodate In tetrahydrofuran; dichloromethane; water at 20℃; for 20h;
60% With sodium periodate In tetrahydrofuran; dichloromethane; water at 20℃; for 22h; Inert atmosphere; 2 the bottom of a room temperature and a nitrogen atmosphere, and a 5,5' -bis (2-dimethylamino vinyl)-2,2'-bipyridine (100 --) [ mg and ] 0.34 Add mmol to the mixed solution of dichloromethane (4.5 ml), THF (15 ml), and distilled water (3 ml), add there sodium periodate (553 mg, 2.59 mmol), and agitate for 22 hours. The filtrate was concentrated in vacuum after filtering the postprecipitation of Mr. Liquid separation operation was performed to the condensed filtrate, and after extracting an organic layer, it concentrated in vacuum and obtained the rough product. 2,2'-bipyridine 5,5'-dicarboaldehyde was obtained by refining the obtained rough product with silica gel column chromatography (chloroform: methanol =95:5). Yield 68 mg, 60% of yield, a white solid.
With sodium periodate In tetrahydrofuran; water
Reference： [1]Mi, Zhen; Yang, Peng; Wang, Rong; Unruangsri, Junjuda; Yang, Wuli; Wang, Changchun; Guo, Jia [Journal of the American Chemical Society, 2019, vol. 141, # 36, p. 14433 - 14442]
[2]Current Patent Assignee: KYUSHU INSTITUTE OF TECHNOLOGY; NIPPON STEEL CORPORATION - JP2017/178911, 2017, A Location in patent: Paragraph 0130; 0131
[3]Suganya, Sivalingam; Zo, Hye Jin; Park, Jong S.; Velmathi, Sivan [Journal of Molecular Recognition, 2014, vol. 27, # 12, p. 689 - 695]
  • 24
  • [ 3530-15-2 ]
  • [ 135822-72-9 ]
  • C20H24N10O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
31% In acetonitrile Reflux; General procedure for the synthesis of Schiff bases and hemiaminals: (Schemes 1-4) General procedure: General procedure for the synthesis of Schiff bases and hemiaminals: (Schemes 1-4) Each dicarboxaldehydes (1, 4, 7 & 10) were dissolved in refluxing solvent (EtOH, MeOH or CH3CN). 4-Amino-3,5-dimethyl-1,2,4-triazole was then added to the hot solutions of dicarboxaldehydes and refluxing was continued. After 2-4 h the reaction mixtures were cooled to room temperature to isolate the products as solid precipitate. The products were collected by vacuum filtration and washed with cold methanol followed by hot acetonitrile.
Reference： [1]Islam, Md.; Razzak, Md.; Karim, Mohammad; Mirza, Aminul H. [Tetrahedron Letters, 2017, vol. 58, # 15, p. 1429 - 1432]
  • 25
  • [ 3530-15-2 ]
  • [ 135822-72-9 ]
  • C20H20N10 [ No CAS ]
YieldReaction ConditionsOperation in experiment
69% In ethanol Reflux; General procedure for the synthesis of Schiff bases and hemiaminals: (Schemes 1-4) General procedure: General procedure for the synthesis of Schiff bases and hemiaminals: (Schemes 1-4) Each dicarboxaldehydes (1, 4, 7 & 10) were dissolved in refluxing solvent (EtOH, MeOH or CH3CN). 4-Amino-3,5-dimethyl-1,2,4-triazole was then added to the hot solutions of dicarboxaldehydes and refluxing was continued. After 2-4 h the reaction mixtures were cooled to room temperature to isolate the products as solid precipitate. The products were collected by vacuum filtration and washed with cold methanol followed by hot acetonitrile.
Reference： [1]Islam, Md.; Razzak, Md.; Karim, Mohammad; Mirza, Aminul H. [Tetrahedron Letters, 2017, vol. 58, # 15, p. 1429 - 1432]
  • 26
  • [ 92642-09-6 ]
  • [ 135822-72-9 ]
Reference： [1]Green Chemistry,2019,vol. 21,p. 2295 - 2306
[2]Journal of Materials Chemistry C,2017,vol. 5,p. 9053 - 9065
  • 27
  • diethyl 12-oxyaminododecylphosphonate [ No CAS ]
  • [ 135822-72-9 ]
  • C44H76N4O8P2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
In ethanol at 20℃; Inert atmosphere;
Reference： [1]Forato, Florian; Belhboub, Anouar; Monot, Julien; Petit, Marc; Benoit, Roland; Sarou-Kanian, Vincent; Fayon, Franck; Jacquemin, Denis; Queffelec, Clémence; Bujoli, Bruno [Chemistry - A European Journal, 2018, vol. 24, # 10, p. 2457 - 2465]
  • 28
  • [ 1802-30-8 ]
  • [ 135822-72-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: sulfuric acid / 16 h / Reflux; Inert atmosphere 2: sodium tetrahydroborate / ethanol / 4 h / Reflux; Inert atmosphere 3: Dess-Martin periodane / dichloromethane / 1 h / 20 °C / Inert atmosphere
Reference： [1]Forato, Florian; Belhboub, Anouar; Monot, Julien; Petit, Marc; Benoit, Roland; Sarou-Kanian, Vincent; Fayon, Franck; Jacquemin, Denis; Queffelec, Clémence; Bujoli, Bruno [Chemistry - A European Journal, 2018, vol. 24, # 10, p. 2457 - 2465]
  • 29
  • [ 1762-46-5 ]
  • [ 135822-72-9 ]
Reference： [1]Chemistry - A European Journal,2018,vol. 24,p. 2457 - 2465
  • 30
  • [ 135822-72-9 ]
  • C36H60N4O8P2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: ethanol / 20 °C / Inert atmosphere 2: trimethylsilyl bromide; triethylamine / dichloromethane / Inert atmosphere
Reference： [1]Forato, Florian; Belhboub, Anouar; Monot, Julien; Petit, Marc; Benoit, Roland; Sarou-Kanian, Vincent; Fayon, Franck; Jacquemin, Denis; Queffelec, Clémence; Bujoli, Bruno [Chemistry - A European Journal, 2018, vol. 24, # 10, p. 2457 - 2465]
  • 31
  • [ 135822-72-9 ]
  • 2C36H60N4O8P2*Rh(1+) [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: ethanol / 20 °C / Inert atmosphere 2: trimethylsilyl bromide; triethylamine / dichloromethane / Inert atmosphere 3: water / 48 h / 20 °C / Inert atmosphere
Reference： [1]Forato, Florian; Belhboub, Anouar; Monot, Julien; Petit, Marc; Benoit, Roland; Sarou-Kanian, Vincent; Fayon, Franck; Jacquemin, Denis; Queffelec, Clémence; Bujoli, Bruno [Chemistry - A European Journal, 2018, vol. 24, # 10, p. 2457 - 2465]
  • 32
  • [ 135822-72-9 ]
  • [ 95-54-5 ]
  • 5,5′-bis(1H-benzo[d]imidazol-2-yl)-2,2′-bipyridine [ No CAS ]
YieldReaction ConditionsOperation in experiment
75% In dimethyl sulfoxide at 120℃; for 6h;
Reference： [1]Balamurugan; Velmathi [Photochemical and Photobiological Sciences, 2018, vol. 17, # 2, p. 239 - 244]
  • 33
  • 1,3,5,7-tetrakis-(4-aminophenyl)adamantane [ No CAS ]
  • [ 135822-72-9 ]
  • C82H60N12O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
68% With acetic acid In 1,4-dioxane; water at 140℃; for 120h; Sonication; Sealed tube; 1 Example 1 7.5 mg (0.015 mmol) tetrahedral configuration of tetrakis(4-anilino)adamantane (TAPA) and 6.4 mg(0.03 mmol) 2,2'-dipyridin-5,5'-diformaldehyde (2,2'-BPy DCA) was added to an ampoule, 1 mL of 1,4-dioxane was added, and the mixture was ultrasonically mixed. 0.1 mL of 6 M aqueous acetic acid solution was added, the ampoule was placed in liquid nitrogen for freezing, vacuumed and flame sealed, sealed in an oven, and heated to 140 ° C for 5 days. After the reaction was completed, the obtained solid was transferred to a centrifuge tube, and washed successively with N,N-dimethylformamide and tetrahydrofuran three times, followed by dipping with tetrahydrofuran.After 12 hours, suction filtration, and the obtained solid was dried under vacuum at 90 ° C for 12 hours to obtain 8.7 mg of a pale yellow solid powder, BiPy-Ad, yield 68%, and the reaction formula is represented by the following formula.
Reference： [1]Current Patent Assignee: Dalian Institute of Chemical Physics (in: CAS); CHINESE ACADEMY OF SCIENCES - CN108117513, 2018, A Location in patent: Paragraph 0030; 0031; 0032; 0040; 0042; 0044; 0046
  • 34
  • [ 135822-72-9 ]
  • [ 107-21-1 ]
  • [ 1429408-43-4 ]
YieldReaction ConditionsOperation in experiment
35% With toluene-4-sulfonic acid at 110℃; Inert atmosphere;
Reference： [1]Lei, Ye; Shen, Libo; Liu, Ji-Ren; Jiao, Tianyu; Zhang, Yang; Zhang, Chi; Tong, Lu; Hong, Xin; Pan, Yuanjiang; Li, Hao [Chemical Communications, 2019, vol. 55, # 57, p. 8297 - 8300]
  • 35
  • [ 135822-72-9 ]
  • C18H20N2O4(2+)*2Br(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: toluene-4-sulfonic acid / 110 °C / Inert atmosphere 2: 24 h / 100 °C / Inert atmosphere
Reference： [1]Lei, Ye; Shen, Libo; Liu, Ji-Ren; Jiao, Tianyu; Zhang, Yang; Zhang, Chi; Tong, Lu; Hong, Xin; Pan, Yuanjiang; Li, Hao [Chemical Communications, 2019, vol. 55, # 57, p. 8297 - 8300]
  • 36
  • [ 135822-72-9 ]
  • C44H40N8O4(4+)*4F6P(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: toluene-4-sulfonic acid / 110 °C / Inert atmosphere 2: 24 h / 100 °C / Inert atmosphere 3: hydrogenchloride / water / 12 h / 80 °C
Reference： [1]Lei, Ye; Shen, Libo; Liu, Ji-Ren; Jiao, Tianyu; Zhang, Yang; Zhang, Chi; Tong, Lu; Hong, Xin; Pan, Yuanjiang; Li, Hao [Chemical Communications, 2019, vol. 55, # 57, p. 8297 - 8300]
  • 37
  • [ 2498-50-2 ]
  • [ 135822-72-9 ]
  • C26H26N8 [ No CAS ]
Reference： [1]Chemical Science,2019,vol. 10,p. 8668 - 8674
  • 38
  • [ 1610471-69-6 ]
  • [ 135822-72-9 ]
  • C208H136N24 [ No CAS ]
YieldReaction ConditionsOperation in experiment
76.8% With acetic acid In 1,3-dioxane; water; 1,3,5-trimethyl-benzene at 120℃; for 168h;
Reference： [1]Mi, Zhen; Yang, Peng; Wang, Rong; Unruangsri, Junjuda; Yang, Wuli; Wang, Changchun; Guo, Jia [Journal of the American Chemical Society, 2019, vol. 141, # 36, p. 14433 - 14442]
  • 39
  • [ 60532-63-0 ]
  • [ 135822-72-9 ]
  • C73H48N12O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
40% With acetic acid In ethyl acetate; 1,3,5-trimethyl-benzene at 20℃; for 48h;
Reference： [1]Hou, Linxiao; Shan, Chuan; Song, Yanpei; Chen, Sifan; Wojtas, Lukasz; Ma, Shengqian; Sun, Qi; Zhang, Lin [Angewandte Chemie - International Edition, 2021, vol. 60, # 26, p. 14664 - 14670][Angew. Chem., 2021, vol. 133, # 26, p. 14785 - 14791]

Tags: 135822-72-9 synthesis path| 135822-72-9 SDS| 135822-72-9 COA| 135822-72-9 purity| 135822-72-9 application| 135822-72-9 NMR| 135822-72-9 COA| 135822-72-9 structure

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