Quinoline, 8-bromo-5-methyl- (9CI)

Base Information

• Chemical Name: Quinoline, 8-bromo-5-methyl- (9CI)
• CAS No.: 823803-51-6
• Molecular Formula: C₁₀H₈BrN
• Molecular Weight: 222.084
• Mol file: 823803-51-6.mol

Synonyms:8-Bromo-5-methylquinoline

Chemical Property of Quinoline, 8-bromo-5-methyl- (9CI)

Chemical Property:

• Boiling Point: 315.7±22.0 °C(Predicted)
• PKA: 2.56±0.29(Predicted)
• PSA: 12.89000
• Density: 1.488±0.06 g/cm3(Predicted)
• LogP: 3.30570

Purity/Quality:

99% ^*data from raw suppliers

8-bromo-5-methylquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Quinoline, 8-bromo-5-methyl- (9CI)

There total 3 articles about Quinoline, 8-bromo-5-methyl- (9CI) 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: 83.0%

2-bromo-5-methylaniline (53078-85-6) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 8-bromo-5-methylquinoline (823803-51-6)

Guidance literature:

2-bromo-5-methylaniline; glycerol; With sulfuric acid; nitrobenzene; In water; at 150 ℃; for 3h;

With sodium hydroxide; In water;

Reference yield: 64.0%

2-bromo-5-methylaniline (53078-85-6) + allyl alcohol (107-18-6) → 8-bromo-5-methylquinoline (823803-51-6)

Guidance literature:

With dipotassium peroxodisulfate; oxygen; silver carbonate; potassium iodide; at 120 ℃; for 12h; under 760.051 Torr; Reagent/catalyst; Solvent; Schlenk technique;

DOI:10.1002/chem.201703218

Reference yield:

4-Bromo-3-nitrotoluene (5326-34-1) → 8-bromo-5-methylquinoline (823803-51-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tin(ll) chloride / ethyl acetate / 2 h / 70 °C

1.2: pH ~ 7 - ~ 8

2.1: sulfuric acid; nitrobenzene / water / 3 h / 150 °C

With sulfuric acid; nitrobenzene; tin(ll) chloride; In water; ethyl acetate;

upstream raw materials:

2-bromo-5-methylaniline

glycerol

allyl alcohol

4-Bromo-3-nitrotoluene

Downstream raw materials:

C₂HF₃O₂*C₁₀H₁₀BNO₂

8-bromo-5-quinolinecarboxaldehyde

8-bromo-5-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]quinoline

C₁₀H₁₀BNO₂

Refernces

• 1、 -. "COMPOUNDS FOR INHIBITION OF ALPHA 4 BETA 7 INTEGRIN". Paragraph 0706. . Retrieved 2020/05/28.
• 2、 Wu, Jiwei,Liao, Zhixiong,Liu, Dong,Chiang, Chien-Wei,Li, Zheng,Zhou, Zhonghao,Yi, Hong,Zhang, Xu,Deng, Zixin,Lei, Aiwen. "From Anilines to Quinolines: Iodide- and Silver-Mediated Aerobic Double C?H Oxidative Annulation–Aromatization". supporting information. p. 15874 - 15878. Retrieved 2017/10/23.