Alternatived Products of [ 36107-02-5 ]
Product Details of [ 36107-02-5 ]
| CAS No. : | 36107-02-5 |
MDL No. : | MFCD00169019 |
| Formula : |
C9H6Br2N2
|
Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | - |
| M.W : |
301.97
|
Pubchem ID : | - |
| Synonyms : |
|
Application In Synthesis of [ 36107-02-5 ]
* 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.
- Upstream synthesis route of [ 36107-02-5 ]
- Downstream synthetic route of [ 36107-02-5 ]
- 1
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[ 578-66-5 ]
-
[ 36107-02-5 ]
| Yield | Reaction Conditions | Operation in experiment |
| 99% |
With N-Bromosuccinimide; lithium perchlorate; silica gel In dichloromethane |
|
| 99% |
With bromine In chloroform at 20℃; for 48h; Darkness; |
2.2.1. Genaral Procedure for Bromination of 8-substituted Quinolines (2-4)
General procedure: To synthesize brominated 8-substituted quinolines (5-10) experimental procedures were repeated in literature [19]. In brief, to a solution of 8-substituted quinoline 2-4 (2 mmol, 1 eq) in distilled CHCl3 (15 mL) was added a solution of molecular bromine (different eqivalents) in CHCl3 over 10 min in the dark at ambient temperature and stirred for 2 days. The reaction was monitored by TLC; after completion of the reaction, the organic layer was washed with 5% NaHCO3 (3 × 20 mL), dried over Na2SO4, and concentrated under reduced pressure. The products was isolated by alumina column, eluting with AcOEt/hexane (1:5, 150 mL). |
| 98% |
With N-Bromosuccinimide; lithium perchlorate; silica gel In dichloromethane at 20℃; for 0.0833333h; |
|
| 66.9% |
With N-Bromosuccinimide; sodium perchlorate; silica gel In dichloromethane at 20℃; for 0.0833333 - 0.166667h; |
|
|
With bromine; acetic acid |
|
|
With bromine; acetic acid at -15℃; |
|
Reference：
[1]Xie, Yuli; Gong, Gangli; Liu, Yidong; Deng, Shixian; Rinderspacher, Alison; Branden, Lars; Landry, Donald W.
[Tetrahedron Letters, 2008, vol. 49, # 14, p. 2320 - 2323]
[2]Ökten, Salih; Çakmak, Osman; Tekin, Şaban; Köprülü, Tuǧba Kul
[Letters in drug design and discovery, 2017, vol. 14, # 12, p. 1415 - 1424]
[3]Bagheri, Mojtaba; Azizi, Najmedin; Saidi, Mohammad R.
[Canadian Journal of Chemistry, 2005, vol. 83, # 2, p. 146 - 149]
[4]Ashoka Sahadevan, Suchithra; Cadoni, Enzo; Monni, Noemi; Sáenz De Pipaón, Cristina; Galan Mascaros, José-Ramon; Abhervé, Alexandre; Avarvari, Narcis; Marchiò, Luciano; Arca, Massimiliano; Mercuri, Maria Laura
[Crystal Growth and Design, 2018, vol. 18, # 7, p. 4187 - 4199]
[5]Claus; Setzer
[Journal fur praktische Chemie (Leipzig 1954), 1896, vol. <2> 53, p. 392]
[6]da Silva, Luiz Everson; Joussef, Antônio Carlos; Pacheco, Letícia Kramer; da Silva, Daniela Gaspar; Steindel, Mário; Rebelo, Ricardo Andrade
[Bioorganic and Medicinal Chemistry, 2007, vol. 15, # 24, p. 7553 - 7560]
- 2
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[ 36107-02-5 ]
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[ 4964-77-6 ]
- 3
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[ 34522-69-5 ]
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[ 36107-02-5 ]
- 4
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[ 578-66-5 ]
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[ 53472-18-7 ]
-
[ 36107-02-5 ]
| Yield | Reaction Conditions | Operation in experiment |
|
With bromine; In chloroform; at 20℃; for 48h;Darkness; |
General procedure: To synthesize brominated 8-substituted quinolines (5-10) experimental procedures were repeated in literature [19]. In brief, to a solution of 8-substituted quinoline 2-4 (2 mmol, 1 eq) in distilled CHCl3 (15 mL) was added a solution of molecular bromine (different eqivalents) in CHCl3 over 10 min in the dark at ambient temperature and stirred for 2 days. The reaction was monitored by TLC; after completion of the reaction, the organic layer was washed with 5% NaHCO3 (3 × 20 mL), dried over Na2SO4, and concentrated under reduced pressure. The products was isolated by alumina column, eluting with AcOEt/hexane (1:5, 150 mL). |
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