4-Bromo-6-methoxyquinoline

Base Information

• Chemical Name: 4-Bromo-6-methoxyquinoline
• CAS No.: 42881-66-3
• Molecular Formula: C10H8BrNO
• Molecular Weight: 238.084
• Hs Code.: 2933499090
• European Community (EC) Number: 803-812-0
• DSSTox Substance ID: DTXSID10457304
• Nikkaji Number: J1.877.092J
• Wikidata: Q72446490
• Mol file: 42881-66-3.mol

Synonyms:4-Bromo-6-methoxyquinoline;42881-66-3;4-bromo-6-methoxy-quinoline;Quinoline, 4-bromo-6-methoxy-;MFCD08437074;4-Bromo-6-methoxyquinolin;4-bromo-6-methoxy quinoline;SCHEMBL590225;DTXSID10457304;HRFFYKLVLCFCQG-UHFFFAOYSA-N;AKOS015897073;AB45030;CS-W014666;4-Bromo-6-methoxyquinoline, AldrichCPR;AS-58912;SY101760;A6957;AM20051176;FT-0649347;EN300-204415;J-514781

Chemical Property of 4-Bromo-6-methoxyquinoline

Chemical Property:

• Vapor Pressure: 0.000213mmHg at 25°C
• Melting Point: 106 °C
• Refractive Index: 1.64
• Boiling Point: 336.881 °C at 760 mmHg
• PKA: 3.42±0.16(Predicted)
• Flash Point: 157.54 °C
• PSA: 22.12000
• Density: 1.517 g/cm³
• LogP: 3.00590
• Storage Temp.: 2-8°C
• XLogP3: 2.9
• 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:

98%,99%, ^*data from raw suppliers

4-Bromo-6-methoxyquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=CN=C2C=C1)Br

Technology Process of 4-Bromo-6-methoxyquinoline

There total 6 articles about 4-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: 97.0%

4-hydroxy-6-methoxyquinoline (23432-39-5) → 4-bromo-6-methoxyquinoline (42881-66-3)

Guidance literature:

With phosphorus tribromide; In water; N,N-dimethyl-formamide; at 0 ℃;

Reference yield: 84.0%

6-methoxy-4(1H)-quinolinone (13788-72-2) → 4-bromo-6-methoxyquinoline (42881-66-3)

Guidance literature:

With dibromotriphenylphosphorane; In acetonitrile; at 170 ℃; for 0.25h; Microwave irradiation;

DOI:10.1021/ja039550y

Reference yield: 36.0%

→ 4-bromo-6-methoxyquinoline (42881-66-3)

Guidance literature:

upstream raw materials:

6-methoxy-4-aminoquinoline

6-methoxy-4(1H)-quinolinone

4-hydroxy-6-methoxyquinoline

4-methoxy-aniline

Downstream raw materials:

4-iodo-6-methoxyquinoline

C₂₂H₂₉N₃O₅

(6-methoxyquinolin-4-yl)methanol

methyl 6-methoxyquinoline-4-carboxylate

Refernces

• 1、 -. "TYPE II TOPOISOMERASE INHIBITORS AND METHODS OF MAKING AND USING THEREOF". Page/Page column 44; 45. . Retrieved 2018/11/22.
• 2、 Tukulula, Matshawandile,Little, Susan,Gut, Jiri,Rosenthal, Philip J.,Wan, Baojie,Franzblau, Scott G.,Chibale, Kelly. "The design, synthesis, in silico ADME profiling, antiplasmodial and antimycobacterial evaluation of new arylamino quinoline derivatives". . p. 259 - 267. Retrieved 2013/01/15.