Alternatived Products of [ 18084-64-5 ]
Product Details of [ 18084-64-5 ]
CAS No. : | 18084-64-5 |
MDL No. : | MFCD05864401 |
Formula : |
C36H44N4
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
532.76
|
Pubchem ID : | - |
Synonyms : |
|
Application In Synthesis of [ 18084-64-5 ]
* 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 [ 18084-64-5 ]
- 1
-
[ 1074-42-6 ]
-
[ 18084-64-5 ]
Yield | Reaction Conditions | Operation in experiment |
80% |
In acetonitrile anodic oxidation (Pt); |
|
|
With toluene-4-sulfonic acid In ethanol for 6h; Heating; Yield given; |
|
|
With toluene-4-sulfonic acid In ethanol for 6h; Heating; |
|
Reference:
[1]Kossai, Ridha; Simonet, Jacques; Dauphin, Gerard
[Tetrahedron Letters, 1980, vol. 21, # 37, p. 3575 - 3578]
[2]Tsukube, Hiroshi
[Journal of the Chemical Society. Perkin transactions I, 1983, # 1, p. 29 - 34]
[3]Cuppoletti, Andrea; Dagostin, Claudio; Florea, Cristina; Galli, Carlo; Gentili, Patrizia; Lanzalunga, Osvaldo; Petride, Aurica; Petride, Horia
[Chemistry - A European Journal, 1999, vol. 5, # 10, p. 2993 - 2999]
- 2
-
[ 1074-42-6 ]
-
[ 18084-64-5 ]
-
[ 1034-11-3 ]
-
[ 267231-82-3 ]
Yield | Reaction Conditions | Operation in experiment |
|
With iodine In chloroform-d1 |
|
- 3
-
[ 1074-42-6 ]
-
[ 18084-64-5 ]
-
[ 1034-11-3 ]
-
[ CAS Unavailable ]
Yield | Reaction Conditions | Operation in experiment |
|
With K5<CoW12O40>; water; potassium acetate In acetonitrile |
|
Reference:
[1]Cuppoletti, Andrea; Dagostin, Claudio; Florea, Cristina; Galli, Carlo; Gentili, Patrizia; Lanzalunga, Osvaldo; Petride, Aurica; Petride, Horia
[Chemistry - A European Journal, 1999, vol. 5, # 10, p. 2993 - 2999]
Yield | Reaction Conditions | Operation in experiment |
|
Triisobutylamin,/BRN= 107828/; |
|
|
N-Benzylaziridin, p-Toluolsulfonsaeure; |
|
|
(yield)96 percent; |
|
- 5
-
[ 18084-64-5 ]
-
[ CAS Unavailable ]
-
[ 498534-63-7 ]
Yield | Reaction Conditions | Operation in experiment |
92% |
In ethanol Cu(NO3)2*6H2O was dissolved in EtOH at 60°C with stirring, ligandwas added, stirred overnight; filtered, washed with EtOH-Et2O, dried over CaCl2; elem. anal.; |
|
- 6
-
[ 18084-64-5 ]
-
[ CAS Unavailable ]
-
[ 60326-14-9 ]
Yield | Reaction Conditions | Operation in experiment |
61% |
In ethanol Co(NO3)2*6H2O was added to suspn. of ligand in EtOH at 50°C, stirred overnight; filtered, washed with CH2Cl2 and EtOH, dried over P2O5 in vacuo; elem. anal.; |
|
- 7
-
[ 18084-64-5 ]
-
[ CAS Unavailable ]
Yield | Reaction Conditions | Operation in experiment |
100% |
With fluorosilicic acid In methanol |
|
Reference:
[1]Location in patent: body text
Gelmboldt, Vladimir O.; Ganin, Eduard V.; Basok, Stepan S.; Kulygina, Ekaterina Yu.; Botoshansky, Mark M.; Kravtsov, Victor Ch.; Fonari, Marina S.
[CrystEngComm, 2011, vol. 13, # 11, p. 3682 - 3685]
- 8
-
[ 100-44-7 ]
-
[ 294-90-6 ]
-
[ 18084-64-5 ]
Yield | Reaction Conditions | Operation in experiment |
75% |
With potassium carbonate In acetonitrile for 10.5h; Heating; |
|
Reference:
[1]Location in patent: body text
Gelmboldt, Vladimir O.; Ganin, Eduard V.; Basok, Stepan S.; Kulygina, Ekaterina Yu.; Botoshansky, Mark M.; Kravtsov, Victor Ch.; Fonari, Marina S.
[CrystEngComm, 2011, vol. 13, # 11, p. 3682 - 3685]
- 9
-
[ 100-52-7 ]
-
[ 294-90-6 ]
-
[ 18084-64-5 ]
Yield | Reaction Conditions | Operation in experiment |
75% |
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; for 72h; Inert atmosphere; |
|
Reference:
[1]Habata, Yoichi; Ikeda, Mari; Yamada, Sachiko; Takahashi, Hiroki; Ueno, Sumiko; Suzuki, Takatoshi; Kuwahara, Shunsuke
[Organic Letters, 2012, vol. 14, # 17, p. 4576 - 4579]
- 10
-
[ 18084-64-5 ]
-
[ CAS Unavailable ]
-
[ 1396237-79-8 ]
Yield | Reaction Conditions | Operation in experiment |
|
In acetonitrile |
|
Reference:
[1]Habata, Yoichi; Ikeda, Mari; Yamada, Sachiko; Takahashi, Hiroki; Ueno, Sumiko; Suzuki, Takatoshi; Kuwahara, Shunsuke
[Organic Letters, 2012, vol. 14, # 17, p. 4576 - 4579]
- 11
-
[ 100-39-0 ]
-
[ 294-90-6 ]
-
[ 18084-64-5 ]
Yield | Reaction Conditions | Operation in experiment |
89% |
With sodium hydroxide In water; acetonitrile for 6h; |
General synthetic procedure A: N-tetraalkylation of macrocycles
General procedure: Macrocycle (1.0 equiv) and alkyl halide (4.1 equiv) were dissolved in a 1:1 mixture of aqueous 1 MNaOH and CH3CN (5-20 mL). The reaction mixture was shaken for 6 h. The resulting precipitate was collected by filtration, washed with hexane, and dried in vacuo to give the desired N-tetraalkyl derivative. |
- 12
-
[ 1583306-65-3 ]
-
[ 18084-64-5 ]
Yield | Reaction Conditions | Operation in experiment |
75% |
With borane-THF In tetrahydrofuran at 90℃; for 24h; |
|
Reference:
[1]Schettini, Rosaria; D'Amato, Assunta; Pierri, Giovanni; Tedesco, Consiglia; Della Sala, Giorgio; Motta, Oriana; Izzo, Irene; De Riccardis, Francesco
[Organic Letters, 2019, vol. 21, # 18, p. 7365 - 7369]
- 13
-
[ 18084-64-5 ]
-
[ 79060-88-1 ]
-
[ 2377168-66-4 ]
Yield | Reaction Conditions | Operation in experiment |
|
In chloroform-d1 Sonication; |
|
Reference:
[1]Schettini, Rosaria; D'Amato, Assunta; Pierri, Giovanni; Tedesco, Consiglia; Della Sala, Giorgio; Motta, Oriana; Izzo, Irene; De Riccardis, Francesco
[Organic Letters, 2019, vol. 21, # 18, p. 7365 - 7369]
- 14
-
[ 1583306-61-9 ]
-
[ 18084-64-5 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 21 h / 20 °C
2: borane-THF / tetrahydrofuran / 24 h / 90 °C |
|
Reference:
[1]Schettini, Rosaria; D'Amato, Assunta; Pierri, Giovanni; Tedesco, Consiglia; Della Sala, Giorgio; Motta, Oriana; Izzo, Irene; De Riccardis, Francesco
[Organic Letters, 2019, vol. 21, # 18, p. 7365 - 7369]
- 15
-
[ CAS Unavailable ]
-
[ 18084-64-5 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 20 °C
1.2: 40 h / 20 °C
2.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 21 h / 20 °C
3.1: borane-THF / tetrahydrofuran / 24 h / 90 °C |
|
Reference:
[1]Schettini, Rosaria; D'Amato, Assunta; Pierri, Giovanni; Tedesco, Consiglia; Della Sala, Giorgio; Motta, Oriana; Izzo, Irene; De Riccardis, Francesco
[Organic Letters, 2019, vol. 21, # 18, p. 7365 - 7369]
- 16
-
[ 18084-64-5 ]
-
[ CAS Unavailable ]
-
[ 2412834-36-5 ]
Yield | Reaction Conditions | Operation in experiment |
|
In diethyl ether; acetonitrile Sonication; |
2.2. Synthesis of [Pb(TB-cyclen)](ClO4)2 (1)
1 equivalent of TB-cyclen (0.05 mmol, 26.64 mg) was dissolved in10 mL of acetonitrile in a sample vial. Then 1 equivalent of Pb(ClO4)2·3H2O (0.05 mmol, 24.08 mg) was added directly to the TBCsolution. The solution was sonicated until all solids had dissolved, andthe sample vial was placed upright in a larger vial containing about5 mL of diethyl ether which was then closed. Diffusion of ether into theacetonitrile solution led to deposition of colorless crystals after 3 weeks,which were isolated and air dried. Elemental anal. calc. forC36H44PbCl2N4O8, C, 46.05; H, 4.72; N, 5.97%. Found C, 46.10; H,4.42, N, 5.96%. |
- 17
-
[ 18084-64-5 ]
-
[ CAS Unavailable ]
-
[ 75-05-8 ]
-
[ 2412834-38-7 ]
Yield | Reaction Conditions | Operation in experiment |
|
In diethyl ether Sonication; |
2.3. Synthesis of [Cd(TB-cyclen)CH3CN](ClO4)2 (2)
1 equivalent of TB-cyclen (0.06 mmol, 31.97 mg) was dissolved in10 mL of acetonitrile in a sample vial. Then 1 equivalent of Cd(ClO4)2·6H2O (0.06 mmol, 25.2 mg) was added directly to the TBCsolution. Use of the ether-diffusion method described for 1 above led todeposition of colorless crystals after 3 weeks, which were isolated andair dried. Elemental anal. calc. for C38H47CdCl2N5O8, 51.56; H, 5.35; N, 7.91%. Found C, 51.40; H, 5.02, N, 7.94%. |
- 18
-
[ 18084-64-5 ]
-
[ CAS Unavailable ]
-
[ 75-05-8 ]
-
[ 2412834-40-1 ]
Yield | Reaction Conditions | Operation in experiment |
|
In diethyl ether Sonication; |
2.4. Synthesis of [Hg(TB-cyclen)CH3CN](ClO4)2 (3)
1 equivalent of TBC (0.06 mmol, 31.88 mg) was dissolved in 10 mLof acetonitrile in a sample vial. Then 1 equivalent of Hg(ClO4)2·3H2O(0.06 mmol, 30.46 mg) was added directly to the TBC solution. Use ofthe ether-diffusion method described for 1 above led to deposition ofcolorless crystals after 3 weeks, which were isolated and air dried.Elemental anal. calc. for C38H47HgCl2N2O8, C, 46.89; H, 4.87; N, 7.20.Found C, 46.50; H, 4.92; N, 7.02. |
- 19
-
[ 18084-64-5 ]
-
[ 2412834-41-2 ]
Yield | Reaction Conditions | Operation in experiment |
|
With zinc perchlorate In chloroform; water |
2.5. Synthesis of [(TB-cyclen)H]ClO4 (4)
These were obtained as the product of an attempted synthesis of theZnII complex of TB-cyclen by means of layering a solution of Zn(ClO4)2·6H2O (0.06 mmol, 22.35 mg) in 3 mL of water on a solution ofTB-cyclen (0.06 mmol, 31.97 g) in 3 mL of CHCl3. The colorless crystalsof 4 were deposited, presumably before the ZnII complex could form,which would be slowed down by the need for phase transfer for complexformation to occur. After collection and analysis these crystalswere considered to be of crystallographic interest. Calcd. forC36H45ClN4O4, C, 56.87; H, 5.97; N, 7.37. Found C, 56.83; H, 5.91; N,7.30. |
- 20
-
[ 18084-64-5 ]
-
[ 615-94-1 ]
-
[ CAS Unavailable ]
-
[ 2419921-51-8 ]
Yield | Reaction Conditions | Operation in experiment |
57.3% |
Stage #1: N,N’,N’’,N’’’-tetrabenzyl-1,4,7,10-tetraazacyclododecane; cobalt(II) perchlorate hexahydrate In dichloromethane; acetonitrile for 12h; Inert atmosphere; Schlenk technique; Reflux;
Stage #2: 2,5-dihydroxy-1,4-benzoquinone With triethylamine In dichloromethane; acetonitrile for 2h; Inert atmosphere; Schlenk technique; Reflux; |
|
- 21
-
[ 18084-64-5 ]
-
[ 87-88-7 ]
-
[ CAS Unavailable ]
-
[ CAS Unavailable ]
Yield | Reaction Conditions | Operation in experiment |
47.9% |
Stage #1: N,N’,N’’,N’’’-tetrabenzyl-1,4,7,10-tetraazacyclododecane; cobalt(II) perchlorate hexahydrate In dichloromethane; acetonitrile for 12h; Inert atmosphere; Schlenk technique; Reflux;
Stage #2: 3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone With triethylamine In dichloromethane; acetonitrile for 2h; Inert atmosphere; Schlenk technique; Reflux; |
|
- 22
-
[ 18084-64-5 ]
-
[ CAS Unavailable ]
-
[ CAS Unavailable ]
-
[ 2419921-57-4 ]
Yield | Reaction Conditions | Operation in experiment |
62% |
Stage #1: N,N’,N’’,N’’’-tetrabenzyl-1,4,7,10-tetraazacyclododecane; cobalt(II) perchlorate hexahydrate In dichloromethane; acetonitrile for 12h; Inert atmosphere; Schlenk technique; Reflux;
Stage #2: 3,6-dihydroxy-2,5-dimethoxy-p-benzoquinone dilithium salt In dichloromethane; acetonitrile for 2h; Inert atmosphere; Schlenk technique; Reflux; |
|
- 23
-
[ 18084-64-5 ]
-
[ 4370-59-6 ]
-
[ CAS Unavailable ]
-
[ 2419921-55-2 ]
Yield | Reaction Conditions | Operation in experiment |
64.9% |
Stage #1: N,N’,N’’,N’’’-tetrabenzyl-1,4,7,10-tetraazacyclododecane; cobalt(II) perchlorate hexahydrate In dichloromethane; acetonitrile for 12h; Inert atmosphere; Schlenk technique; Reflux;
Stage #2: bromanilic acid With triethylamine In dichloromethane; acetonitrile for 2h; Inert atmosphere; Schlenk technique; Reflux; |
|
- 24
-
[ 18084-64-5 ]
-
[ CAS Unavailable ]
-
[ 2715024-54-5 ]
Yield | Reaction Conditions | Operation in experiment |
80% |
In acetonitrile at 20℃; for 12h; Glovebox; Inert atmosphere; |
|
Reference:
[1]Yang, Jindou; Dong, Hai T.; Seo, Mi Sook; Larson, Virginia A.; Lee, Yong-Min; Shearer, Jason; Lehnert, Nicolai; Nam, Wonwoo
[Journal of the American Chemical Society, 2021, vol. 143, # 41, p. 16943 - 16959]