2-(Bromomethyl)-6-nitroquinoline

Base Information

• Chemical Name: 2-(Bromomethyl)-6-nitroquinoline
• CAS No.: 90767-09-2
• Molecular Formula: C10H7BrN2O2
• Molecular Weight: 267.082
• DSSTox Substance ID: DTXSID10702664
• Nikkaji Number: J3.364.109E
• Wikidata: Q82634645
• Mol file: 90767-09-2.mol

Synonyms:2-(BROMOMETHYL)-6-NITROQUINOLINE;90767-09-2;SCHEMBL5765507;DTXSID10702664;FXVPQFWEVKYLME-UHFFFAOYSA-N;AB50493;FT-0722975

Chemical Property of 2-(Bromomethyl)-6-nitroquinoline

Chemical Property:

• PSA: 58.71000
• LogP: 3.56110
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 265.96909
• Heavy Atom Count: 15
• Complexity: 244

Purity/Quality:

98%min ^*data from raw suppliers

2-(BROMOMETHYL)-6-NITROQUINOLINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CC(=N2)CBr)C=C1[N+](=O)[O-]

Technology Process of 2-(Bromomethyl)-6-nitroquinoline

There total 1 articles about 2-(Bromomethyl)-6-nitroquinoline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

2-methyl-6-nitroquinoline (613-30-9) → 2-(bromomethyl)-6-nitroquinoline (90767-09-2)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; ethylene dibromide; urea; In acetonitrile; at 95 ℃; for 0.833333h; Microwave irradiation;

DOI:10.1016/j.tetlet.2014.04.023

Reference yield: 81.0%

2-(bromomethyl)-6-nitroquinoline (90767-09-2) + 4-phenylpiperidine (771-99-3) → 6-nitro-2-[(4-phenyl-1-piperidinyl)methyl]quinoline

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 3h;

Reference yield:

2-(bromomethyl)-6-nitroquinoline (90767-09-2) + N-methylaniline (100-61-8) → N-methyl-N-[(6-nitro-2-quinolinyl)methyl]aniline

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1021/jm060572f

upstream raw materials:

2-methyl-6-nitroquinoline

Refernces

• 1、 Xie, Yuanyuan,Li, Lehuan. "Microwave-assisted α-halogenation of 2-methylquinolines with tetrabutylammonium iodide and 1,2-dichloroethane (1,2-dibromoethane)". supporting information. p. 3892 - 3895. Retrieved 2014/07/08.
• 2、 Tavares, Francis X.,Al-Barazanji, Kamal A.,Bigham, Eric C.,Bishop, Michael J.,Britt, Christy S.,Carlton, David L.,Feldman, Paul L.,Goetz, Aaron S.,Grizzle, Mary K.,Guo, Yu C.,Handlon, Anthony L.,Hertzog, Donald L.,Ignar, Diane M.,Lang, Daniel G.,Ott, Ronda J.,Peat, Andrew J.,Zhou, Hui-Qiang. "Potent, selective, and orally efficacious antagonists of melanin-concentrating hormone receptor 1". . p. 7095 - 7107. Retrieved 2008/04/18.