2,6-Dichloro-4-methylquinoline

Base Information

• Chemical Name: 2,6-Dichloro-4-methylquinoline
• CAS No.: 90723-71-0
• Molecular Formula: C10H7Cl2N
• Molecular Weight: 212.078
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID00354792
• Wikidata: Q72466967
• Mol file: 90723-71-0.mol

Synonyms:2,6-dichloro-4-methylquinoline;90723-71-0;2,6-dichloro4-methylquinoline;SCHEMBL2538783;DTXSID00354792;ZNZUDUAJLJNTLP-UHFFFAOYSA-N;HMS1673J22;MFCD01316208;AKOS000600115;3N-561S;AB08526;CS-0312672;FT-0683886;A19291;AG-690/12413132

Chemical Property of 2,6-Dichloro-4-methylquinoline

Chemical Property:

• Vapor Pressure: 0.00078mmHg at 25°C
• Refractive Index: 1.643
• Boiling Point: 316 °C at 760 mmHg
• Flash Point: 174.2 °C
• PSA: 12.89000
• Density: 1.351 g/cm³
• LogP: 3.85000
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 210.9955546
• Heavy Atom Count: 13
• Complexity: 186

Purity/Quality:

98%min ^*data from raw suppliers

2,6-Dichloro-4-methylquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NC2=C1C=C(C=C2)Cl)Cl

Technology Process of 2,6-Dichloro-4-methylquinoline

There total 5 articles about 2,6-Dichloro-4-methylquinoline 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: 80.0%

→ 6-chloro-4-methyl-2-chloroquinoline (90723-71-0)

Guidance literature:

With trichlorophosphate; at 80 ℃; for 3h;

Reference yield:

6-chloro-4-methyl-quinolin-2-ol (2585-04-8) → 6-chloro-4-methyl-2-chloroquinoline (90723-71-0)

Guidance literature:

With pyridine; trichlorophosphate; at 80 - 90 ℃;

DOI:10.1016/j.bioorg.2020.104612

Reference yield:

N-(2-methyl-4-chlorophenyl)-3-oxobutanamide (20139-55-3) → 6-chloro-4-methyl-2-chloroquinoline (90723-71-0)

Guidance literature:

Multi-step reaction with 2 steps

1: polyphosphoric acid / 6 h

2: trichlorophosphate / Alkaline conditions; Heating

With trichlorophosphate;

DOI:10.1016/j.bioorg.2021.105226

upstream raw materials:

2,6-dichloro-4-methyl-4-nitrocyclohexa-2,5-dienone

acetic acid

6-chloro-4-methyl-quinolin-2-ol

4'-Chloroacetoacetanilide

Downstream raw materials:

4-acetoxy-2,6-dichloro-4-methyl-cyclohexa-2,5-dienone

C₃₇H₄₅ClN₆O₄S

2[(2'-benzoyl-4'-chlorophenyl)amino]-6-chloro-4-methylquinoline

2-(2,9-dichloro-12-phenyldibenzo[b,g][1,8]naphthyridin-11(6H)-ylidene)-1-phenylethanone

Refernces

• 1、 Azad, Rajaram,Karnik, Kshipra S.,Sarkate, Aniket P.,Tiwari, Shailee V.,Wakte, Pravin S.. "Free energy perturbation guided Synthesis with Biological Evaluation of Substituted Quinoline derivatives as small molecule L858R/T790M/C797S mutant EGFR inhibitors targeting resistance in Non-Small Cell Lung Cancer (NSCLC)". . . Retrieved 2021/08/09.
• 2、 Westland,Cooley Jr.,Holmes,Hong,Lin,Zwiesler,Grenan. "Antiradiation agents. Substituted 2-pyridyloxy and 2-quinolyloxy derivatives of S-2-(ankylamino)ethyl hydrogen thiosulfates and 3-alkylthiazolidines and substituted 2-pyridyloxy derivatives of 2-(alkylamino)ethanethiols and corresponding disulfides.". . p. 319 - 327. Retrieved 2007/10/04.