2-Bromo-6-methoxyquinoline

Base Information

• Chemical Name: 2-Bromo-6-methoxyquinoline
• CAS No.: 476161-59-8
• Molecular Formula: C10H8 Br N O
• Molecular Weight: 238.084
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID30466938
• Nikkaji Number: J3.159.188K
• Wikidata: Q72446495
• Mol file: 476161-59-8.mol

Synonyms:2-BROMO-6-METHOXYQUINOLINE;476161-59-8;MFCD08688605;Quinoline,2-bromo-6-methoxy-;SCHEMBL873094;Quinoline, 2-bromo-6-methoxy;DTXSID30466938;JPDSUWYPVSNSRM-UHFFFAOYSA-N;BUA16159;AKOS015904252;SB71305;AS-42255;SY241194;AM20061241;CS-0312142;FT-0660806;1,2-BENZENEDISULFONICACID,DIPOTASSIUMSALT;A827282

Chemical Property of 2-Bromo-6-methoxyquinoline

Chemical Property:

• Boiling Point: 333.8±22.0 °C(Predicted)
• PKA: 0.54±0.43(Predicted)
• PSA: 22.12000
• Density: 1.516
• LogP: 3.00590
• Storage Temp.: 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 236.97893
• Heavy Atom Count: 13
• Complexity: 176

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-6-methoxyquinoline 95+% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)N=C(C=C2)Br

Technology Process of 2-Bromo-6-methoxyquinoline

There total 1 articles about 2-Bromo-6-methoxyquinoline 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:

6-methoxyquinoline N-oxide (6563-13-9) → 8--bromo--6--methoxyquinoline (50488-36-3) + 2--bromo--6--methoxyquinoline (476161-59-8)

Guidance literature:

With bromine; triphenylphosphine; Inert atmosphere;

DOI:10.1021/ol3034675

Reference yield: 60.0%

carbon monoxide (201230-82-2) + 2--bromo--6--methoxyquinoline (476161-59-8) → 6-methoxyquinoline-2-carboxaldehyde (89060-22-0)

Guidance literature:

With palladium diacetate; hydrogen; triphenylphosphine; 2,4,6-trimethyl-pyridine; tributyl-amine; In acetonitrile; at 120 ℃; for 18h; under 22501.8 Torr;

Reference yield: 54.0%

(4-methoxy-phenylsulfanyl)-acetic acid (3406-77-7) + 2--bromo--6--methoxyquinoline (476161-59-8) → 6-methoxy-2-((4-methoxyphenyl)thio)quinoline

Guidance literature:

With tetraaqua[4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]nickel(II) chloride; (Ir[dF(Me)ppy]₂(dtbbpy))PF₆; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 15h; Irradiation;

DOI:10.1021/acs.joc.1c01309

upstream raw materials:

6-methoxyquinoline N-oxide

Downstream raw materials:

6-methoxyquinoline-2-carboxaldehyde

Refernces