6-Bromo-2-chloro-3-ethylquinoline

Base Information

• Chemical Name: 6-Bromo-2-chloro-3-ethylquinoline
• CAS No.: 409346-70-9
• Molecular Formula: C11H9BrClN
• Molecular Weight: 270.556
• Hs Code.: 2933499090
• European Community (EC) Number: 803-811-5
• DSSTox Substance ID: DTXSID40463099
• Wikidata: Q82287868
• Mol file: 409346-70-9.mol

Synonyms:6-Bromo-2-chloro-3-ethylquinoline;409346-70-9;SCHEMBL667729;DTXSID40463099;MFCD09029946;AKOS005137893;SB71639;(2S)-2-Amino-3-phosphonopropionicacid;AS-61482;A6820;CS-0047010;FT-0703869;6-Bromo-2-chloro-3-ethylquinoline, AldrichCPR

Chemical Property of 6-Bromo-2-chloro-3-ethylquinoline

Chemical Property:

• Vapor Pressure: 0.000122mmHg at 25°C
• Refractive Index: 1.643
• Boiling Point: 345.5 °C at 760 mmHg
• Flash Point: 162.8 °C
• PSA: 12.89000
• Density: 1.522 g/cm³
• LogP: 4.21310
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 268.96069
• Heavy Atom Count: 14
• Complexity: 200

Purity/Quality:

98%min ^*data from raw suppliers

6-Bromo-2-chloro-3-ethylquinoline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=C(N=C2C=CC(=CC2=C1)Br)Cl

Technology Process of 6-Bromo-2-chloro-3-ethylquinoline

There total 2 articles about 6-Bromo-2-chloro-3-ethylquinoline 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: 73.0%

N-(4-bromophenyl)butanamide (119199-11-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 6-bromo-2-chloro-3-ethylquinoline (409346-70-9)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 10 - 20 ℃;

N-(4-bromophenyl)butanamide; at 85 ℃; for 4h;

DOI:10.1021/jm049499o

Reference yield:

4-bromo-aniline (106-40-1) → 6-bromo-2-chloro-3-ethylquinoline (409346-70-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 100 percent / Et₃N / CH₂Cl₂ / 5 - 20 °C

2.1: POCl₃ / 10 - 20 °C

2.2: 73 percent / 4 h / 85 °C

With triethylamine; trichlorophosphate; In dichloromethane; 2.2: Vilsmeier-Haack reaction;

DOI:10.1021/jm049499o

Reference yield: 46.0%

benzaldehyde (100-52-7) + 6-bromo-2-chloro-3-ethylquinoline (409346-70-9) → C18H16ClNO (862543-46-2)

Guidance literature:

6-bromo-2-chloro-3-ethylquinoline; With n-butyllithium; In tetrahydrofuran; at -50 ℃; for 1h;

benzaldehyde; In tetrahydrofuran; at -70 ℃; for 1h;

upstream raw materials:

N-(4-bromophenyl)butanamide

N,N-dimethyl-formamide

4-bromo-aniline

Downstream raw materials:

1-(2-chloro-3-ethylquinolin-6-yl)-3-phenylpropan-1-one

(2-chloro-3-ethyl-6-quinolinyl)(trans-4-methoxycyclohexyl)methanone

(2-chloro-3-ethyl-6-quinolinyl)(cis-4-methoxycyclohexyl)methanone

1-(2-chloro-3-ethylquinolin-6-yl)-2-(cis/trans-4-methoxycyclohexyl)ethanone

Refernces

• 1、 Huang, Yiyun,Narendran, Raj,Bischoff, Fran?ois,Guo, Ningning,Zhu, Zhihong,Bae, Sung-A.,Lesage, Anne S.,Laruelle, Marc. "A positron emission tomography radioligand for the in vivo labeling of metabotropic glutamate 1 receptor: (3-Ethyl-2-[11C]methyl-6- quinolinyl)(cis-4-methoxycyclohexyl)methanone". . p. 5096 - 5099. Retrieved 2007/10/03.